Category: nitriles-buliding-blocks

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. 939-80-0, name is 4-Chloro-3-nitrobenzonitrile, A new synthetic method of this compound is introduced below., Safety of 4-Chloro-3-nitrobenzonitrile

a. 3′-Amino-4′-chloro-benzonitrile A solution of 116 gm. of stannous chloride dihydrate in 280 ml. of concentrated hydrochloric acid is stirred and 25.2 gm. (0.14 mole) of 4′-chloro-3′-nitrobenzonitrile is added. The temperature rises to 81 and is allowed to cool to room temperature over a period of 2 hours. The mixture is cooled to 0 in an ice bath and 50% sodium hydroxide is added until strongly basic. The precipitate is removed by filtration. The precipitate is washed three times with ethyl acetate. The combined ethyl acetate extracts are shaken thoroughly with the aqueous filtrate. The phases are separated and the organic phase dried over magnesium sulfate. The drying agent is removed by filtration and the filtrate evaporated to dryness in vacuo. There is obtained 16.0 gm. of white crystalline solid that melts at 89-92.

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; The Upjohn Company; US4091011; (1978); 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. 50846-36-1, name is 2-Amino-2-methylpropanenitrile hydrochloride, A new synthetic method of this compound is introduced below., Recommanded Product: 50846-36-1

General procedure: iPr2NEt (8 eq.) and HATU (1.5 eq.) were added into a solution of 5-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(3,3,3-trifluoropropyl)furo[2,3-b]pyridin-5-yl)-2-methoxynicotinic acid (1 eq.) and amine (1 eq.) in DMF. The reaction mixture was stirred at room temperature for 1 hour. The entire reaction mixture was purified via preparative HPLC to obtain the desired product

The synthetic route of 50846-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Wang, Tao; Eastman, Kyle J.; Zhang, Zhongxing; Parcella, Kyle E.; Yin, Zhiwei; Kadow, John F.; US2015/266886; (2015); A1;,
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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. 3441-01-8, name is 3-Cyanobenzamide, A new synthetic method of this compound is introduced below., SDS of cas: 3441-01-8

Example 23 m-Cyanobenzamide (2.92 g), sodium nitrite (2.76 g), and dimethyl sulfoxide (50 ml) were mixed and stirred vigorously at room temperature. To the mixture, methanesulfonic acid (3.95 g) was added dropwise over ten minutes, and further stirred vigorously for three hours. The solvent was removed under reduced pressure, and water (50 ml) was added to the residue. The precipitated crystals were collected through filtration, washed with water, and dried, to thereby obtain 2.57 g of m-cyanobenzoic acid (yield 88percent). The obtained m-cyanobenzoic acid had a purity of 96percent.

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; Showa Denko Kabushiki Kaisha; US6433211; (2002); B1;,
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Related Products of 79463-77-7, A common heterocyclic compound, 79463-77-7, name is Diphenyl N-cyanocarbonimidate, molecular formula is C14H10N2O2, 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.

Compound 42 (424 mg, 1.78 mmol) in 2-propanol (40 mL) was treated with adamantane-1-methylamine hydrochloride (23)18 (357 mg, 1.77 mmol) and triethylamine (300 muL, 2.16 mmol) and the homogeneous solution was stirred at room temperature for 18 h. The resulting precipitate was collected by filtration, washed with diethyl ether (10 mL) and dried under vacuum to give 52 as a white solid (275 mg, 50%). Data matched that previously reported.18

The synthetic route of 79463-77-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Callis, Timothy B.; Reekie, Tristan A.; O’Brien-Brown, James; Wong, Erick C.N.; Werry, Eryn L.; Elias, Nabiha; Jorgensen, William T.; Tsanaktsidis, John; Rendina, Louis M.; Kassiou, Michael; Tetrahedron; vol. 74; 12; (2018); p. 1207 – 1219;,
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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. 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: nitriles-buliding-blocks

Step (b): The mother liquor obtained in the resolution as well as purification in step a) was distilled completely. The residue was treated with aqueous ammonia in a mixture of water and toluene. The organic layer was separated and distilled completely to obtain 60 gm of second mixture of isomers as residue.300 ml of isopropyl alcohol was charged to the above residue and stirred to dissolve. 30 gm of (+) -DPTTA was added to the above solution and heated to about 40 C. The reaction mixture was stirred for one hour and then cooled to room temperature. The reaction suspension was stirred for about- 2 hours for complete isolation of the solid. The reaction mixture was filtered and washed with IPA (20 ml). The wet solid was charged in 200 ml of IPA, heated to reflux and stirred for about 30 minutes. The reaction mixture was cooled to room temperature and stirred for about 30 minutes, filtered the solid and washed with IPA (20 ml). The wet solid was dried to obtain 64 gm of title compound as solid.

The synthetic route of 103146-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHODHANA LABORATORIES LIMITED; WO2009/147687; (2009); A2;,
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Electric Literature of 6575-11-7, 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 6575-11-7 as follows.

2-amino-6-chlorobenzonitrile (152.6 mg, 1.0 mmol) was sequentially added to a 100 mL high pressure sealed tube, benzyl alcohol(129.6 mg, 1.2 mmol, 1.2 equiv.), cesium hydroxide monohydrate (167.9 mg, 1.0 mmol), an air ball was added to the closed tube.Stir at 120 C for 36 h, after monitoring the reaction by TLC or GC-MS,The product was purified by column chromatography. The isolated yield was 67%.

According to the analysis of related databases, 6575-11-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Yangzhou University; Xu Qing; Wang Qi; Lv Miao; Li Yang; Cao Hongen; (16 pag.)CN109879820; (2019); A;,
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Reference of 935-02-4, 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 935-02-4 as follows.

General procedure: To a solution of cyanoacetylenes (0.4mmol) with N-tosylimines (0.2 mmol) in toluene (2 mL) was added Ph3P (0.2mmol). The mixture was then stirred at 110 C for 36 h in a reaction flask. Thenthe solvent was removed in vacuo and residue was purified by columnchromatography on silica gel to give the desired annulation product.

According to the analysis of related databases, 935-02-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Jinfeng; Zhang, Qi; Ji, Xin; Meng, Ling-Guo; Synlett; vol. 30; 9; (2019); p. 1095 – 1099;,
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Reference of 19472-74-3, These common heterocyclic compound, 19472-74-3, name is 2-Bromophenylacetonitrile, 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.

Anhydrous ethanol (300 ml) was added to the eggplant-shaped flask at room temperature, stirred, and sodium metal (1.38 g, 60 mmol) was added under a nitrogen atmosphere until sodium was completely dissolved to obtain sodium ethoxide. The compound of the formula (1A) (34.1 g, 200 mmol) was added to a fresh solution of sodium ethoxide in ethanol. The compound represented by the formula (2) (49.4 g, 252 mmol) was added under stirring. The reaction was carried out at 35 C for 3-5 h until the reaction was completed. After cooling and suction filtration, the cake was washed with ethanol (10 ml) and dried to give a white solid (59.3 g, yield: 85%).

Statistics shows that 2-Bromophenylacetonitrile is playing an increasingly important role. we look forward to future research findings about 19472-74-3.

Reference:
Patent; Yangpu Huigu Pharmaceutical Co., Ltd.; Guo De; (24 pag.)CN104974167; (2019); B;,
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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. 6136-68-1, name is 3-Acetylbenzonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Acetylbenzonitrile

[00458] To a stirred solution of 3-acetylbenzonitrile (1 g, 6.89 mmol) in dry THF (30 mL) under inert atmosphere was added sodium hydride (60%>) (326 mg, 13.5 mmol) portion wise at 0C followed by dimethyl carbonate (1.24 g, 13.7 mmol). The reaction mixture was heated to 60 C and stirred for 7 h; progress of the reaction was monitored by TLC. The reaction mixture was quenched with dil. HC1 (2 mL), diluted with water (50 mL) and extracted with EtOAc (2 x 30 mL). The combined organic extracts were dried over anhydrous Na2SO4 and concentrated under reduced pressure to obtain the crude product. The crude material was purified by silica gel column chromatography eluting with 10% EtOAc/Hexane to afford compound H as a mixture of its enolic form (950 mg, 67.8%) as a pale yellow liquid. 1H NMR (500 MHz, DMSO-^): delta 8.40 (s, 1H), 8.31-8.22 (m, 1H), 8.19-8.12 (m, 1H), 7.77-7.75 (m, 1H), 4.29 (s, 2H), 3.64 (s, 3H). MS (ESI): m/z 204 [M+l] +.

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; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; COSFORD, Nicholas David, Peter; DHANYA, Raveendra, Panickar; SHEFFLER, Douglas, J.; WO2015/191630; (2015); A1;,
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Reference of 873697-68-8,Some common heterocyclic compound, 873697-68-8, name is 3-Amino-2-fluorobenzonitrile, molecular formula is C7H5FN2, 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.

Example 28; 4-(3-(4-(Dimethylamino)benzamido)-2-fluoro henyl)-7-morpholino-9H- yrido[3,4-; 1. N-(3-Cyano-2-fluorophenyl)-4-(dimethylamino)benzamide; To a mixture of 3-amino-2-fluorobenzonitrile (2.24 g, 16.46 mmol) and 4- (dimethylamino)benzoyl chloride (3.46 g, 18.84 mmol) in 1,2-dichloroethane (50 mL) at rt was added pyridine (0.891 mL, 11.02 mmol). The resulting mixture was heated at 70 C for 5 hr. On cooling to room temperature, the mixture was diluted with ethyl acetate (250 mL), washed with water (5 x 60 mL) and brine (60 mL), and dried over anhydrous MgSO4. The organic solution was concentrated under vacuum, and the residue was subjected to ISCO (2 x 330 g silica gel, 25-50% ethyl acetate/hexane) to afford the desired product (4.11 g, 14.51 mmol, 88% yield) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Amino-2-fluorobenzonitrile, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LIU, Chunjian; LIN, James; DELUCCA, George V.; BATT, Douglas G.; LIU, Qingjie; WO2011/159857; (2011); A1;,
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