Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 3215-64-3, name is 2-(2,6-Dichlorophenyl)acetonitrile, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 3215-64-3, Safety of 2-(2,6-Dichlorophenyl)acetonitrile

EXAMPLE 65 6-(2,6-Dichlorophenyl)-8-ethyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-ylideneamine A quantity of 20 g of powdered anhydrous potassium carbonate was added to a solution of 4.95 g (0.025 mol) of 4-ethylamino-2-methylsulfanylpyrimidine-5-carbaldehyde and 5.25 g (0.028 mol) of 2,6-dichloro-phenylacetonitrile in 50 mL of dimethylformamide. The mixture was heated with stirring in a 130 C. oil bath (pot T=ca. 120 C.) for 16 hours. The mixture was cooled and filtered. The cake was washed with 30 mL of dimethylformamide. Water was added to the filtrate until slightly turbid. The crystals that separated on inducement were filtered, washed with 20 mL of 50% dimethylformamide/water, and then 20 mL of water, and dried; wt 4.30 g, mp 217-219 C. Mass spectrum (CI) 365 (M+).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-(2,6-Dichlorophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Warner-Lambert Company; US5733914; (1998); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 21883-13-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 21883-13-6, name is 4-Methoxy-2-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 235 Isomers; N-(3, 4-difluorophenyl)-3-methyl-L-valyl-(4R)-N-((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)-4-((9-methoxy-4-methyl-3,4-dihydro-2H-[1,4]oxazino[3,2-c]isoquinolin-6-yl)oxy)-L-prolinamide andN-(3, 4-difluorophenyl)-3-methyl-D-valyl-(4R)-N-((1R,2S)-1-((cyclopropylsulfonyl)carbamoyl)-2-vinylcyclopropyl)-4-((9-methoxy-4-methyl-3,4-dihydro-2H-[1,4]oxazino[3,2-c]isoquinolin-6-yl)oxy)-L-prolinamide; Example 235; Preparation of Compounds 235A and 235B; Step 1; 4-methoxy-2-methylbenzonitrile (50 g, 340 mmole) and NBS (62 g, 350 mmole) were suspended in CCl4 (500 ml) and AIBN (5 g, 10% wt) was added. The mixture was heated at flux overnight. Filtered off precipitate and removed the solvent. The brown oil was purified by flash column (2-5% acetone:hexanes). White crystal (36 g) were obtained.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Methoxy-2-methylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/119461; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 2182-39-0,Some common heterocyclic compound, 2182-39-0, name is 2-(Phenylamino)propanenitrile, molecular formula is C9H10N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

F. 2-(2-Methoxy-4-methyl-7-quinolylmethyl)-3-anilinoacrylonitrile. To a stirred mixture of 0.65 g (3.20 mM) of 2-methoxy-4-methyl-7-quinolinecarbaldehyde and 0.52 g (3.50 mM) of anilinopropionitrile in 10 mL of dry dimethyl sulfoxide was added in one portion 0.19 g (3.50 mM) of sodium methoxide. The resultant mixture was then heated to 90-95 C. (internal temperature) for 2 h., after which the dimethyl sulfoxide was removed in vacuo. Addition of distilled water to the resultant concentrate resulted in a brown precipitate. This was filtered, washed repeatedly with water and air-dried. Recrystallization from absolute ethanol resulted in 0.49 g (46%) of 2-(2-methoxy-4-methyl-7-quinolylmethyl)-3-anilinoacrylonitrile as a light brown solid: mp 170-172 C. Anal. Calcd. for C21 H19 N3 O: C, 76.57; H, 5.81; N, 12.76. Found: C, 76.34; H, 5.83; N, 12.60.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(Phenylamino)propanenitrile, its application will become more common.

Reference:
Patent; Burroughs Wellcome Co.; US4587341; (1986); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 7251-09-4, The chemical industry reduces the impact on the environment during synthesis 7251-09-4, name is 4-Amino-2-methoxybenzonitrile, I believe this compound will play a more active role in future production and life.

Reference Example 8 4-iodo-2-methoxybenzonitrile To a suspension of copper iodide (4.63 g) in acetonitrile (50 mL) was added tert-butyl nitrite (3.61 mL) at room temperature, a solution of 4-amino-2-methoxybenzonitrile (3.00 g) in acetonitrile (30 mL) was added dropwise thereto at 65 C. and, after the completion of the dropwise addition, the mixture was further stirred at 65 C. for 2 hr. The reaction mixture was added to aqueous sodium thiosulfate solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography, and the obtained solid was washed with diisopropyl ether to give the title compound as a yellow solid (yield: 2.56 g, 49%). 1H-NMR(CDCl3)delta:3.93(3H,s), 7.24(1H,d,J=8.1 Hz), 7.33(1H,d,J=1.1 Hz), 7.39(1H,dd,J=8.1,1.1 Hz).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Amino-2-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; US2009/42967; (2009); A1;,
Nitrile – Wikipedia,
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Electric Literature of 877131-92-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 877131-92-5 name is 2-(4-Bromo-2-(trifluoromethyl)phenyl)acetonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a stirred solution of (4-bromo-2-trifluoromethyl-phenyl)-acetonitrile (3.33 g, 12.61 mmol) from step 2 of example A(141), benzyltriethylammoniym chloride (0.057 g, 0.25 mmol) and 1-bromo-2-chloroethane (1.57 g, 10.94 mmol), was added dropwise a solution of NaOH 40% ( 3 ml_). The reaction mixture was stirred 6 hours at 50 C. After this time the reaction was quenched with 1 N HCI (30 ml) and extracted with EtOAC (3 x 30 ml_). The organic phase was dried over Na2SO4 and evaporated. The crude organic product was purified by flash column chromatography (10% EtOAc in hexanes) to give the product (3.1 g, 86%) as a clear oil. 1H NMR (400 MHz, CDCI3) 6 1.4-1.44 (m, 2H), 1.76-1.80 (m, 2H), 7.44 (d, J=8.3 Hz, 1 H), 7.69 (dd,J=8.3, 2 Hz, 1 H), 7.84 (d, J=2 Hz, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Bromo-2-(trifluoromethyl)phenyl)acetonitrile, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; WO2006/18725; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 327056-73-5, These common heterocyclic compound, 327056-73-5, name is 3-Chloro-5-fluorobenzonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step A. JV-(4- {(Iff): 1 :[(R)-[3-(Aminocarbonyl)-5-chlorophenoxy](4-chlorophenyl)methyl]” 4,414-trifluorobutyUbenzoyl)-beta-alanineSodium tert-butoxide (92 mg, 0.96 mmol) was added to a solution of 3-chloro-5- fluorobenzomtrile (67.9 mg, 0.359 mmol) and N-(4-{(1R)-l-[(R)~(4- chlorophenyl)(hydroxy)methyl]-4s4,4-trifluorobulyl}benzoyl)-beta-alanine (prepared using the procedures from INTERMEDIATE 1 and the saponification step of EXAMPLE I, 100 mg, 0.239 mmol) in DMF (3 mL), then the resulting brown mixture was stirred at 80 0C for 16 hours. The mixture was diluted with EtOAc, then washed with 2 N HCl (aq), then washed twice with water. The organic layer was then concentrated, and the resulting yellow residue was purified by reverse phase HPLC eluting with 30-100% MeCN/water + 0.1% TFA. Following lyophilization, this afforded the title compound. LC3 3.35 min. (M+H)+ 577.

The synthetic route of 327056-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; KATS-KAGAN, Roman; STEVENSON, Christian, P.; LIAO, Xibin; FU, Qinghong; PARMEE , Emma, R.; LIN, Songnian; WO2010/98948; (2010); A1;,
Nitrile – Wikipedia,
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Reference of 79630-23-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 79630-23-2, name is 3-Bromo-4-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 82(3-Bromo-4-fluorophenviy4-methoxy-3-methylphenyl’)methanamine; Isopropylmagnesium bromide (IM in tetrahydrofuran, 8.87 mL, 8.87 mmol) was added drop wise to a stirred solution of 4-iodo-l~methoxy-2-methylbenzene (2 g, 8.06 mmol) in tetrahydrofuran (30 mL) at room temperature and under argon atmosphere, and the mixture was stirred for Ih. A solution of 3-bromo-4-fluorobenzonitrile (1.613 g, 8.06 mmol) in tetrahydrofuran (12 mL) was then added and the reaction was stirred overnight at 500C. After cooling to room temperature dry methanol (10 mL) was added and stirring was continued for 30-40 min. The mixture was cooled to 0 C and sodium borohydride (0.397 g, 10.48 mmol) was added in portions and the reaction mixture was stirred overnight at room temperature. Saturated aqueous ammonium chloride (40 mL) was carefully added, the mixture was concentrated and the water layer extracted with dichloromethane. The organic layer was dried over sodium sulfate, concentrated, and the crude product was added to a silica gel column and eluted with methanol (0.1% 7N ammonia) in dichloromethane (0-10%) to give 1.24 g (47%) of the title compound. MS (ES) m/z 324 [M+l]+.

The synthetic route of 3-Bromo-4-fluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTEX THERAPEUTICS LTD; WO2007/145571; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 26391-06-0, Recommanded Product: 2-Cyano-N,N-diethylacetamide

Example 1; Mixture of the E and Z isomers of N,N-diethyl-2-cvano-3-(3,4-dihydroxy-5- nitrophenvDacrylamide[0031 ] A vessel is charged with 240 ml of n-butanol, 120 g of 3,4-dihydroxy-5- nitrobenzaldehyde, 4.8 g of methylamine hydrochloride, 122 g of N5N- diethylcyanoacetamide and 7.2 ml of piperidine. The temperature is raised using water separation under vacuum to about 82 0C and the reaction mixture is boiled at this temperature using water separation for 4 hours. The reaction is followed using HPLC.[0032] After completing the reaction 240 ml of hot water is added to the reaction mixture and 2.4 ml of strong sulphuric acid is added.[0033] The reaction mixture is cooled to a temperature of 75 C and seeded with crude N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide (comprises 70 % by weight of the E- isomer). After seeding the mixture is cooled to about 28 C within 3 hours, during which time the E isomer crystallizes.[0034] The reaction mixture is seeded with a mixture of the E and Z isomers of N9N- diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide (comprises about 30 % by weight of the Z- isomer) and mixed at about 28 C for two hours. Thereafter the mixture is cooled slowly to 0 0C during which time the Z isomer crystallizes.[0035] The mixture is filtered and washed twice with 60 ml of cold water and the filtering cake is dried. The yield is about 90 % and the purity over 99.5 %.Example 2 Mixture of the E and Z isomers of N,N-diethyl-2-cvano-3-(3,4-dihvdroxy-5- nitrophenvDacrylamide[0036] A vessel is charged with 180 ml of n-butanol, 120 g of 3,4-dihydroxy-5- nitrobenzaldehyde, 2.9 g of methylamine hydrochloride, HO g of N9N- diethylcyanoacetamide and 4.3 ml of piperidine. The temperature is raised using water separation under vacuum to about 82 0C and the reaction mixture is boiled at this temperature using water separation for 5 hours. The reaction is followed using HPLC.[0037] After completing the reaction 180 ml of hot water is added to the reaction mixture and 12 ml of strong sulphuric acid is added.[0038] The reaction mixture is cooled to a temperature of 75 0C and seeded with crude N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)acrylamide (comprises 70 % by weight of the E- isomer). After seeding the mixture is cooled to about 28 0C within 2 hours, during which time the E isomer crystallizes.[0039] The reaction mixture is seeded with a mixture of the E and Z isomers of N5N- diethyl-2-cyano-3-(3,4-dihydroxy-5-m’trophenyl)acrylamide (comprises about 30 % by weight of the Z- isomer) and mixed at about 28 C for two hours. Thereafter the mixture is cooled slowly to 0 0C during which time the Z isomer crystallizes.[0040] The mixture is filtered and washed twice with 100 ml of cold water and the filtering cake is dried. The yield is about 96% and the purity over 99.5 %.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Cyano-N,N-diethylacetamide, and friends who are interested can also refer to it.

Reference:
Patent; ORION CORPORATION; WO2007/90923; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 54454-12-5, The chemical industry reduces the impact on the environment during synthesis 54454-12-5, name is 3-Chloro-2-methylbenzonitrile, I believe this compound will play a more active role in future production and life.

General Method A for the synthesis of hydroxyamidines (A-4) To a solution of nitrile-derivative (1 .0 eq.) in MeOH (0.5 M), hydroxylamine HCI (1 .1 to 3.0 eq.) and NaHC03 (1 .1 to 3.0 eq.) was added at rt. The resulting suspension was stirred at a given temperature and time (see Table 3). The mixture was concentrated in vacuo, then EtOAc was added to the remaining residue and the org. layer was washed with brine (1x), dried (MgS04), filtered and concentrated to yield hydroxyamidine A-4.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Chloro-2-methylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOLLI, Martin; BOSS, Christoph; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi T.; WO2014/57435; (2014); A1;,
Nitrile – Wikipedia,
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70484-01-4, name is 4-Bromophthalonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 4-Bromophthalonitrile

A stirrer,thermometer,condenser,A 100 mL four-necked glass flask equipped with a glass stopper was purged with nitrogen,The open end of the condenser was sealed with a gentle stream of nitrogen. Bis (dibenzylideneacetone) platinum (0) (6.6 mg, 0.01 mmol),4-Bromophthalonitrile (207 mg, 1.0 mmol) and N-methylpyrrolidone (4 mL) were charged,The flask contents were stirred at room temperature to dissolve the solids. Triethylamine (304 mg,3.0 mmol) was added,1, 1, 1, 3, 5, 5, 5-heptamethyltrisiloxane (178 mg, 0.8 mm pl) was slowly added and stirred at 19 to 22 C for 17 hours. Bis (dibenzylideneacetone) platinum (0) (6.6 mg, 0.01 mmol) was added,1,1,1,3,5,5,5-heptamethyltrisiloxane (178 mg, 0.8 mm pl)Was added slowly and stirring was continued at 19 to 22 C. for 12 hours. By gas chromatography mass spectrometry (GC-MS) of the reaction mixture,Formation of the target compound was confirmed.

The synthetic route of 70484-01-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHIN-ETSU CHEMICAL COMPANY LIMITED; KIYOMORI, AYUMU; ITOH, YUSUKE; (49 pag.)JP2015/10084; (2015); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts