Tag: M.W=100-200

Application of 21524-39-0, 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 21524-39-0 as follows.

Synthesis of 1-CyanophenothiazinePrepared 1-cyanophenothiazine as described in the literature starting from 2-aminobenzenethiol (2.1 mL, 2.46 g, 20 mmol), 2,3-difluorobenzonitrile (1.9 mL, 2.83 g, 20 mmol), and sodium hydride (1.09 g, 27.3 mmol) in 10 mL of DMF. After crystallizing from dichloromethane-ethanol, 1-cyanophenothiazine was obtaind as a dark yellow powder (1.34 g, 6 mmol, 30 C. yield).

According to the analysis of related databases, 21524-39-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Prosetta Antiviral, Inc.; US2012/238543; (2012); A1;,
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Synthetic Route of 115279-57-7,Some common heterocyclic compound, 115279-57-7, name is 2-(4-Aminophenyl)-2-methylpropanenitrile, molecular formula is C10H12N2, 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.

Preparation I 2-Methyl-2-(4-(6-methyl-3-nitroquinolin-4-ylamino)phenyl) propanenitrile 4-Chloro-6-methyl-3-nitroquinoline (Compound of Preparation H, 660 mg, 2.97 mmol) and 2-(4-aminophenyl)-2-methylpropanenitrile (570 mg, 3.56 mmol) were dissolved in acetic acid (10 ml) and stirred for 2 hours. Water was added and the yellow precipitate was filtered off, washed with water, saturated aqueous NaHCO3 and water. The yellow solid was dried to obtain the title compound. Yield: 600 mg (58%); 1H NMR (DMSO-d6, 300 MHz): delta 9.952 (s, 1H,), 9.016 (s, 1H), 8.184 (s, 1H), 7.890-7.918 (d, 1H, J=8.4 Hz), 7.699-7.727 (d, 1H, J=8.4 Hz), 7.421-7.445 (d, 2H, J=7.2 Hz), 7.082-7.108 (d, 2H, J=7.8 Hz), 2.284 (s, 3H), 1.660 (s, 6H); MS: m/z 347 (M+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(4-Aminophenyl)-2-methylpropanenitrile, its application will become more common.

Reference:
Patent; Kumar, Sanjay; Vishwakarma, Ram; Mundada, Ramswaroop; Deore, Vijaykumar; Kumar, Pramod; Sharma, Somesh; US2012/108627; (2012); A1;,
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Reference of 51762-67-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 51762-67-5, name is 3-Nitrophthalonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Using 3-nitrophthalonitrile and N,N-dimethyl-m-hydroxyaniline as reactants,The feed ratio of the two is 1:1 to 1.5 with dimethyl sulfoxide as the solvent.The amount of solvent required is 3 to 4 mL per mmol of 3-nitrophthalonitrile.In the presence of potassium carbonate and nitrogen protection,The reaction is stirred at room temperature ~60C for 48-72 hours.The amount of potassium carbonate used is 1.5 to 3 mmol per mmol of 3-nitro-phthalonitrile.Monitored by thin layer chromatographyThe reaction was terminated when the 3-nitro-phthalonitrile was almost consumed, and water was allowed to stand for 4 to 8 hours.Precipitate, double filter paper atmospheric pressure filtration,Freeze-drying gave a brown-yellow powdery solid, yield 61.15%.

The chemical industry reduces the impact on the environment during synthesis 3-Nitrophthalonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Fuzhou University; Huang Jiandong; Li Xingshu; Peng Xiaohui; (23 pag.)CN107722024; (2018); A;,
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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 64248-64-2 as follows. COA of Formula: C7H3F2N

General procedure: The starting material 1 (7.0 mmol) was dissolved in 40 mL DMSO, and the mixture was heated and kept at 75 C for 20 min under stirring. After that sodium sulfide nonahydrate (10.5 mmol) was added to the solution in batch and the reaction continued under 75 C for 2 h. The reaction was then monitored by TLC and cooled to room temperature. The crude product was further extracted three times by using water and ethyl acetate. The aqueous layer was then adjusted by hydrochloric acid to a pH value of 3-4. Enough water was added and intermediate 2 precipitated out subsequently. The resulting solid 2 was filtered out in 75%-90% yields (Some of them were hard to purify and were used directly for the next reaction). Characterizations for 2 were listed in Table S2.

According to the analysis of related databases, 64248-64-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wu, Ren-Jun; Zhou, Kai-Xuan; Yang, Haijin; Song, Guo-Qing; Li, Yong-Hong; Fu, Jia-Xin; Zhang, Xiao; Yu, Shu-Jing; Wang, Li-Zhong; Xiong, Li-Xia; Niu, Cong-Wei; Song, Fu-Hang; Yang, Haitao; Wang, Jian-Guo; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 472 – 484;,
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Application of 914637-31-3, 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 914637-31-3 as follows.

4.2 g (181 mmol) of sodium in small pieces were added gradually to a solution of25 g (151 mmol) of(3-fluoro-5-methoxyphenyl)-acetonitrile in 200 mL of diethyl carbonate in such a manner that the temperature remained at approximately 100C.Thereafter, the reaction mixture was heated to reflux for 1 hr. After evaporation under reduced pressure, the mixture was treated with cooled water. The solution was acidifiedwith acetic acid and extracted with EA. The combined organic extracts were dried andevaporated. The residue was purified by silica gel (EA: PE/1 :10) to give 23 g of the title compound as light brown oil (yield: 64%).LC-MS: m/z 238 (M+H); RT=1.72 min/2.5 min.

According to the analysis of related databases, 914637-31-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBVIE DEUTSCHLAND GMBH & CO. KG; ABBVIE INC.; GENESTE, Herve; OCHSE, Michael; DRESCHER, Karla; JAKOB, Clarissa; WO2014/27078; (2014); A1;,
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Related Products of 1080-74-6, 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. 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 4 (400 mg, 0.47 mmol) and INCN (458 mg, 2.36 mmol) were dissolved in anhydrous chloroform (CF, 25 mL) and 0.3 mL of pyridine was slowly injected into mixture solution. Thereaction was stirred under a nitrogen atmosphere at 65 C for 12 h. Subsequently, the reaction vessel was cooled to room temperature and extracted with chloroform several times. The extracted organic layer were dried over MgSO4, filtered, and evaporated to obtain a residue. The mixture compound was then purified with column chromatography using chloroform to afford a dark solid. Yield = 275 mg (44%) 1H NMR (300 MHz, CDCl3) delta: 8.87 (s, 2H), 8.69(d, 2H), 8.18 (d, 2H), 7.93 (dd, 2H), 7.89 (dd, 2H), 7.82(m, 4H), 7.77 (dd, 2H), 7.53 (t, 4H), 2.91 (t, 4H), 1.75 (t,4H), 1.25 (m, 4H), 0.82 (t, 6H). 13C NMR (75 MHz,CDCl3) delta: 183.06, 166.92, 164.45, 153.73, 147.76, 142.60,140.51, 139.71, 135.59, 134.57, 132.97, 130.86, 128.93,126.83, 122.33, 122.25, 121.59, 105.02, 102.60, 71.85,61.04, 43.95, 41.65, 31.48, 29.79, 29.13, 27.42, 22.8014.51. Anal. Calcd for C64H54N4S2: C, 78.8; H, 5.6;N,5.7; S, 6.6. Found: C, 78.9; H, 5.5; N,5.6; S, 6.6. MS(MALDI-TOF): m/z [M+] = 974.61 [M+], calcd. 974.37.

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-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lee, Seong Lim; Kim, Hee Su; Ha, Jong-Woon; Park, Hea Jung; Hwang, Do-Hoon; Bulletin of the Korean Chemical Society; vol. 41; 2; (2020); p. 143 – 149;,
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Related Products of 14377-68-5, 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. 14377-68-5, name is 1-Phenylcyclobutanecarbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

a 1-Phenylcyclobutanemethanamine A commercial suspension of LiAlH4 at 13% in a toluene-THF mixture, under nitrogen (0.595 mole; 175 ml), diluted with 270 ml of THF is maintained at 0 C. A mixture of 90 g (0.572 mole) of 1-phenylcyclobutanecarbonitrile and 800 ml of THF is added dropwise during 20 minutes. After the addition, the temperature is slowly allowed to rise before heating to reflux during 1 hour. After cooling at about 5 C., 150 ml water, 150 ml 10% NaOH and again 560 ml water are poured dropwise with care. The mixture is extracted with ethyl acetate after having saturated the aqueous phase with NaCl. The organic phase is extracted with a N HCl solution. This aqueous phase is made basic by means of 30% NaOH and is extracted with dichloromethane, which, after washing with water, drying over Na2 SO4 and concentration gives a reddish liquid which is purified by distillation. There is obtained 68.65 g (yield=81.3%) of a colorless liquid. b.p.6 =84-92 C. I.R. (film): nu (NH2)=3350 cm-1. N.M.R. (CDCl3): delta=0.9 (2H,s, exchangeable with CF3 COOD); 1.65-2.5 (6H,m); 2.9 (2H,s); 6.8-7.7 (5H,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, 1-Phenylcyclobutanecarbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lipha Lyonnaise Industrielle Pharmaceutique; US5387709; (1995); A;,
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Application of 118431-88-2, 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. 118431-88-2, name is 3-Cyclopropyl-3-oxopropanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: Preparation of 3-Cyclopropyl-l-(3-methyl-pyridin-2-yl)-lH-pyrazol-5-amine; To solution of S-cyclopropyl-S-oxo-propionitrile (6.4 g, 46.917 mmol) and N- benzhydrylidene-N’-(3~methyl-pyridin-2-yl)-hydrazine (7.49 g, 26.065 mmol) in ethanol(133 mL) was added p-toluene sulfonic acid (4.958 g, 26.065 mmol) and cone HCl (10 mL).The mixture was heated to reflux under nitrogen for 15 h and then concentrated. The residue was taken up in ethyl acetate (200 mL) and water (100 mL) and solid NaHCO3 added cautiously till there was no more bubbling (due to the formation of CO2 gas). The organic layer was isolated and washed with brine, then dried over Na2SO4 and concentrated. The product was isolated as a pink viscous oil (4.06 g, 40%) by column chromatography (20 %EtOAc in hexanes, then 100 % EtOAc). ES-MS m/z 215.1 (MH+); HPLC RT (min) 1.16{method (A)}.

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

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2007/27842; (2007); A1;,
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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 54454-12-5 as follows. COA of Formula: C8H6ClN

EXAMPLE 37 Cis-2-(3-chloro-o-toluoyl)-3-hydroxycrotononitrile A 4.5 g. portion of potassium tertiary butoxide is added to 700 ml. of ether and then cooled in an ice-salt bath. To this is added, over 15 minutes, a mixture of 60.0 g. of 3-chloro-2-methylbenzonitrile and 22.0 ml. of acetonitrile in 300 ml. of ether. The mixture is stirred in the ice bath for 1/2 hour, allowed to warm to room temperature and then stirred for one hour. This mixture is poured into one liter of water and the layers are separated. The aqueous phase is extracted with ether and the ether layers are combined, washed four times with water and dried over magnesium sulfate. The crystals which form on evaporation are collected and recrystallized from 200 ml. of hot benzene giving 16.0 g. of beta-amino-3-chloro-2-methylcinnamonitrile. An 11.0 g. portion of the above product is added to 150 ml. of methanol and heated to solution on a steam bath.

According to the analysis of related databases, 54454-12-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Cyanamid Company; US4173650; (1979); A;,
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Electric Literature of 134227-45-5, The chemical industry reduces the impact on the environment during synthesis 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, I believe this compound will play a more active role in future production and life.

C) 3,5-difluoro-4-(4-methoxy-3-(4-(morpholin-4-yl)phenyl)-1H-pyrazolo[4,3-c]pyridin-1-yl)benzonitrile [0934] To a solution of 4-methoxy-3-(4-(morpholin-4-yl)phenyl)-1H-pyrazolo[4,3-c]pyridine (250 mg), 1,4,7,10,13-pentaoxacyclopentadecane (266 mg) and 3,4,5-trifluorobenzonitrile (152 mg) in DMF (5 ml) was added sodium hydride (60%, 48.03 mg) at 0C, and the mixture was stirred at 0C for 1 hr. To the reaction mixture was added saturated aqueous sodium bicarbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (250 mg). MS (ESI+): [M+H]+ 448.4. MS (ESI+), found: 448.4.

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, 3,4,5-Trifluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; NARA, Hiroshi; DAINI, Masaki; KAIEDA, Akira; KAMEI, Taku; IMAEDA, Toshihiro; KIKUCHI, Fumiaki; EP2857400; (2015); A1;,
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