Tag: M.W=100-200

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

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

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;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 134997-74-3, name is 3-Oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carbonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H6N2O2

The title compound from the Preparative Example 20, Step A (549 mg) was dissolved in dry DMF (7 mL) and cooled to 0C. An excess of NaH and methyl iodide were added subsequently and the mixture was stirred for 2 h while warming to room temperature. The mixture was diluted with EtOAc, washed subsequently with IN aqueous HCl and saturated aqueous NaCl, dried (MgSO4), filtered, absorbed on silica and purified by chromatography (silica, cyclohexane/EtOAc) to afford the title compound as colorless needles (311 mg, 52%). [MH]+ = 189.

The synthetic route of 134997-74-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALANTOS-PHARMACEUTICALS, INC.; WO2006/128184; (2006); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 17417-09-3, name is 2-Fluoro-5-nitrobenzonitrile, 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 17417-09-3, Computed Properties of C7H3FN2O2

Part A: Preparation of 2-fluoro-5-aminobenzonitrile. To a solution of 2-fluoro-5-nitrobenzonitrile(2.0 g, 12 mmol) in ethyl acetate(50 mL) was added stannous chloride(27.0 g, 120 mmol). The reaction-mixture was stirred at reflux 1.5 h, then cooled to room temperature. Partitioned between ethyl acetate(150 mL) and saturated sodium bicarbonate(150 mL). Organic phase was separated and washed with water(5×75 mL), brine(75 mL); dried over sodium sulfate(anhy.); filtered and concentrated to give 2-fluoro-5-aminobenzonitrile (1.4 g) as pure compound.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Bristol-Myers Squibb Pharma Company; EP946508; (2009); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 53312-80-4, name is 4-Amino-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C7H5FN2

To a stirred solution of 4-amino-2-fluorobenzonitrile (5 g, 36.8 mmol, 1 eq) in H2O (200 mL) chloroform (50 mL) mixture was added thiophosgene (3 mL, 40.4 mmol, 1.1 eq) slowly and the mixture was stirred at RT for 5 h. The reaction was monitored by TLC. After completion, the reaction mixture was diluted with water (300 mL) and extracted with DCM (200 mL c 3). The combined organic layers were washed with water (200 mL), brine (200 mL), dried over NaaSCfi, filtered and concentrated under reduced pressure to afford the title compound. Analytical data: ‘H NMR (400 MHz, DMSO-c/r,) d 8.02 (t, J = 7.9 Hz, 1H), 7.76 (dd, J= 10.3, 1.5 Hz, 1H), 7.44-7.53 (m, 1H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; NUVATION BIO INC.; PETTIGREW, Jeremy D.; CHAKRAVARTY, Sarvajit; PHAM, Son Minh; CHEN, Jiyun; KANKANALA, Jayakanth; NAYAK, Anjan Kumar; BARDE, Anup; PUJALA, Brahmam; (108 pag.)WO2020/113088; (2020); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 6283-71-2, name is Dimethyl 2-cyanosuccinate, A new synthetic method of this compound is introduced below., Product Details of 6283-71-2

To a solution of dimethyl 2-cyanobutanedioate (compound 62a, 513 mg, 3 mmol) in acetone (5 mL) was added iodomethane (639 mg, 4.5 mmol) and potassium carbonate (829 mg, 6 mmol). The reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was extracted with EtOAc twice, washed with water. The combined organic phase was dried over Na2SO4, filtrated and concentrated to give compound 62b (556 mg, crude). LCMS (M+H+): 186.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HU, Taishan; KOU, Buyu; LIN, Xianfeng; LIU, Haixia; ZHANG, Zhisen; (152 pag.)WO2018/11160; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 29509-06-6, 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. 29509-06-6 name is 4-Methyl-3-oxopentanenitrile, 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.

2B. Preparation of 3-isopropyl-1H-pyrazol-5-amine To a mixture of 4-methyl-3-oxopentanenitrile (0.9 g, 0.008 mole) in ethyl alcohol (5 mL) was added hydrazine (0.25 mL, 0.008 mole). The reaction mixture was refluxed for 1 hour and then cooled to room temperature. The reaction mixture was concentrated and the residue was dissolved in MeOH (2 mL). The crude product was loaded on a sulfuric acid bound resin (AG 50W-X2, hydrogen form, 100-200 mesh, BioRad), washed with MeOH (50 mL), then washed with 2N NH3 in methanol (10 mL). The ammonia washes were combined and concentrated to afford the desired product (700 mg, 68%). 1H-NMR (400 MHz, MeOD) delta 5.44 (s, 1H), 2.84-2.90 (m, 1H), 1.24 (d, J=6.4 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Methyl-3-oxopentanenitrile, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/45496; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 139152-08-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 139152-08-2 as follows.

The mixture of 1-(2-hydroxyethyl)-4-(4-methoxybenzylamino)-3-p-tolyl-1H-1,2,4-triazol-5(4H)-one (1)(1.00 g, 2.82 mmol) and 4,5-dichlorophthalonitrile (2) (0.28 g, 1.41 mmol) were dissolved in dry DMF(15 mL) under a nitrogen atmosphere and this mixture was stirred at 50 C for 10 min. After stirring,finely ground anhydrous K2CO3 (0.58 g, 4.23 mmol) was added portionwise over a period of 2 h and thereaction mixture was stirred under nitrogen at this temperature for 5 days. At the end of this time, themixture was poured into ice water (100 mL) and stirred for 30 min. The reaction mixture was extractedwith chloroform (50 mL × 3) and the organic layer was dried over anhydrous magnesium sulfate andthen solvent was removed under reduced pressure. The oily green product was dried in vacuo (P2O5).Yield: 1.00 g (85%). Calcd for C46H44N10O6: % C 66.33, % H 5.32, % N 16.82. Found: % C 66.28, % H 5.30, %N 16.85. FT-IR numax cm-1 (NaCl disk): 3259 (N-H), 3033 (Ar-H), 2935-2837 (Aliph. C-H), 2233 (C?N), and1699 (C=O), 1613, 1513, 1422, 1250, 1176, 1035, 822 and 739. 1H NMR (CDCl3) (delta: ppm): 7.79 (ArH, 4H,d), 7.28 (ArH, 4H, d), 7.18 (ArH, 4H, d), 6.79 (ArH, 4H, d), 6.75 (ArH, 2H, d), 4.93 (NH, 2H, s), 4.43 (O-CH2,4H, t), 4.11 (CH2, 8H, m), 3.78 (O-CH3, 6H, s), 2.42 (CH3, 6H, s). 13C NMR (CDCl3) (delta: ppm): 159.63, 158.24,153.75, 153.41, 144.95, 140.95, 140.80, 135.15, 130.90, 129.32, 127.46, 123.41, 117.09, 115.84, 114.08,107.89, 67.12, 61.57, 55.49, 54.48, 49.39, 44.48, and 21.77. MS (ES+), m/z: Calcd: 832.92; Found: 832.37 [M]+.

According to the analysis of related databases, 139152-08-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Nas, Asiye; Journal of Coordination Chemistry; vol. 69; 8; (2016); p. 1326 – 1336;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 76469-88-0, name is Methyl 4-(cyanomethyl)benzoate, 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 76469-88-0, SDS of cas: 76469-88-0

A solution of methyl 4- (cyanomethyl) benzoate 24, (2.0 g, 11.4 mmol) in 6M Sodium hydroxide (15 mi) and methanol (15 mL) was heated at 90 C. overnight. After concentrating the reaction mixture, the aqueous layer was washed with dichloromethane (30 mL chi 2), then acidified to pH~3 with 12 HC1. The aqueous solution was extracted with ethyl acetate (20 ml 2). Organics was combined, dried over Na2S< and evaporated in vacuo to give titled compound. (1.45 mg, 70%). [M+H]* = 181.4 (APCI+) . If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it. Reference:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts