Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 1122-85-6, name is Phenyl Cyanate, 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 1122-85-6, Application In Synthesis of Phenyl Cyanate

1-(3-Bromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)-N-(4-piperidinylmethyl)-4-piperidinecarboxamide (1 equivalent) (prepared as described in Example 8, Procedures 1 or 2, Step B above) in dichloromethane is reacted with phenyl cyanate (2 equivalents) and diisopropylethylamine at 25C for 15 minutes to give the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Phenyl Cyanate, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; EP931078; (2006); B1;,
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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. 868-54-2, name is 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H4N4

General procedure: A mixture of aliphatic aldehyde (10 mmol), malononitriledimer (10 mmol) and piperidine acetate (1 mmol) in i-PrOH (10 mL) washeated at reflux temperature with vigorous stirring for 20 min. After cooling,cold H2O (20 mL) was added, and the resulting precipitate was filtered, washedwith H2O and then recrystallized from a mixture of H2O/i-PrOH. Mp 267-268 C (dec.); 1H NMR (500.13 MHz, DMSO-d6): d0.87 (6H, t, J = 7.5 Hz, 2CH3), 1.36-1.45 (2H, m, CH2), 1.53-1.61 (2H, m, CH2),2.37-2.44 (1H, m, CH), 7.12 (1H, d, J = 10.8 Hz, CH), 8.91 (1H, s, NH2), 9.09 (1H,s, NH2). IR (mineral oil, cm1): 3327, 3181 (NH2), 2222, 2209 (CN). MS (EI,70 eV): m/z (%) 214 [M]+ (18), 199 [M15]+ (25), 185 [M29]+ (39). Anal. Calcdfor C12H14N4: C, 67.27; H, 6.59; N, 26.15. Found: C, 67.34; H, 6.77; N, 25.89

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 868-54-2.

Reference:
Article; Bardasov, Ivan N.; Alekseeva, Anastasiya U.; Mihailov, Denis L.; Ershov, Oleg V.; Grishanov, Dmitry A.; Tetrahedron Letters; vol. 56; 14; (2015); p. 1830 – 1832;,
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Reference of 67832-11-5, These common heterocyclic compound, 67832-11-5, name is 4-Bromo-2-methylbenzonitrile, 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.

Synthesis of 6-bromo-l -chlorophthalazine (18) Step A: A mixture of 4-bromo-2-methylbenzonitrile (14, 22 g, 112 mraol), benzoyl peroxide (2.7 g, 11 mmol) in 400 mL carbon tetrachloride was treated with n- bromosuccimide (21 mL, 247 mmol) at RT, then warmed up to 90 0C and stirred for 15 h. After 15 h of reaction, another 20 g of NBS was added and the reaction was stirred at 90 0C for another 1O h. Thin layer chromatography (TLC) revealed that all the starting material had been consumed. The reaction was cooled down to RT, filtered, and washed with hexane (100 mL). The filtrate was concentrated in vacuo, and the crude product was purified via flash chromatography (silica gel) eluting with a gradient of 4/1 hexanes/EtOAc to 2/1 hexanes/EtOAc, to give as a white solid, 4-bromo-2- (dibromomethyl)benzonitrile IS, 29.6g. Found MS (ES+): 354 (M+H)+.

Statistics shows that 4-Bromo-2-methylbenzonitrile is playing an increasingly important role. we look forward to future research findings about 67832-11-5.

Reference:
Patent; AMGEN INC.; TASKER, Andrew; ZHANG, Dawei; WO2008/30466; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 21803-75-8, name is 4-Amino-3-chlorobenzonitrile, 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 21803-75-8, SDS of cas: 21803-75-8

To 3-chloro-4-amino-benzonitrile (5 g, 32.9 mmol) in Methanol (80 mL) was added dropwise bromine (5.3 g, 33.1 mmol) in Methanol (20 mL). The mixture was stirred for 1.5 hours. Solvent was removed by rotovap and resulting solid was dried in vacuum. 3-Chloro-4-amino-5-bromobenzonitrile was obtained as a white solid. 1H NMR (300 MHz, CD3OD): delta7.63 (s, 1H), 7.75 (s, 1H). MH+=230.97, 232.97.

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-3-chlorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Gerritz, Samuel; Shi, Shuhao; Zhu, Shirong; US2006/287287; (2006); 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 21803-75-8 as follows. name: 4-Amino-3-chlorobenzonitrile

4-Amino-3-chloro-benzonitrile (100mg, 0.66mmol) and ICI (1.1eq, 0.72mmol, 117.05mg) was added. The reaction mixture was stirred for 12hrs. The reaction mixture was purified according to the similar procedure to step 2 of Example 40 to obtain 4-Amino-3-chloro-5-iodobenzonitrile (65.2mg, 35.80%). Mp: 121~123 C; IR( KBr pellet, cm-1): 3365, 2942, 2221,1634, 728; 1H NMR(400MHz, CDCl3): delta 7.42(d, 1 H, J=1.6Hz), 7.43(d, 1 H, J=1.6Hz), 5.01 (bs, 2H).

According to the analysis of related databases, 21803-75-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amorepacific Corporation; EP1862454; (2007); A1;,
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Synthetic Route of 1897-52-5, These common heterocyclic compound, 1897-52-5, name is 2,6-Difluorobenzonitrile, 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.

I. Synthesis Examples; Example 1.1 : 2-Difluoromethoxy-6-prop-2-ynylsulfamoyl-thiobenzamide (4); 1.1. 2-Fluoro-6-methoxybenzonitrile:; 640.5 g (4.6 mol) of difluorobenzonitrile have been dissolved in 3.5 I of methanol and then cooled to 0-5 C. 828.8 g of 30% strength sodium methoxide solution have been added dropwise in this temperature range, and the reaction mixture has been stirred at room temperature overnight. Then the reaction mixture has been added to 20 I of water and the precipitate has been filtered off with suction and washed twice with water and twice with heptane. The solid has been dried in vacuo at 50 C to yield 740 g (455 mmol) of the title compound as a white solid.

The synthetic route of 1897-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF Aktiengesellschaft; WO2007/93530; (2007); A1;,
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Electric Literature of 96606-37-0, These common heterocyclic compound, 96606-37-0, name is 2,4,6-Trifluorobenzonitrile, 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.

In analogy to GP 2, 1 g of 2,4,6-trifluoro-benzonitrile (6.37 mmol; 1 eq.; commercially available) and 2.26 g 2-fluoro-4-iodo-benzenamine (9.55 mmol, 1.5 eq; commercially available) were dissolved in 100 ml of THF. The mixture was cooled to -65 C; 2.14 g of potassium tert-butoxide (19.1 mmol, 3 eq; commercially available) were added. The mixture was stirred for 35 min at this temperature and another 21 h at RT. The mixture was stirred into 120 ml of ice water and extracted three times with ethyl acetate (100 ml each). The combined organic layers were washed with brine, dryed over sodium sulfate and concentrated to afford 4.137 g of crude product. Purification was achieved by flash chromatography (hexane/ethyl acetate) to afford 646 mg (27.13% yield; 1.73 mmol) of the target compound.

The synthetic route of 96606-37-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; BAYER HEALTHCARE AG; WO2008/138639; (2008); A1;,
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Reference of 501-00-8, 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. 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-(3-fluorophenyl)acetonitrile (6.000 g, 44.398 mmol) and sodium hydride (2.344 g, 97.676 mmol) in N,N-dimethylformamide (200 mL) at 0 C to this mixture 1,3-dibromopropane (4.504 mL, 44.398 mmol) was added and after stirring at 50 C for 17 hours, the temperature was lowered to room temperature, and a saturated sodium bicarbonate aqueous solution (10 mL) was added to the reaction mixture at 0 C and stirred for 10 minutes to complete the reaction. The solvent was removed from the reaction mixture under reduced pressure, the obtained concentrate was poured into water and extracted with hexane. The organic layer was washed with a saturated aqueous sodium chloride solution, and water was removed with anhydrous magnesium sulfate, followed by filtration and concentration under reduced pressure. The concentrate was purified by column chromatography (SiO2, 40 g cartridge; ethyl acetate/hexane=0% to 10%) and concentrated to give the title compound (4.270 g, 54.9%) as a colorless oil.

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-Fluorophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chong Kun Dang Co., Ltd.; Kim, Yoon Tae; Lee, Chang Sik; Oh, Jung Taek; Song, Hey Sung; Choe, Jin; Lee, Jae Young; (210 pag.)KR2017/43091; (2017); A;,
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Electric Literature of 16588-02-6, A common heterocyclic compound, 16588-02-6, name is 2-Chloro-5-nitrobenzonitrile, molecular formula is C7H3ClN2O2, 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.

1st Step Hydrazine monohydrate (4.87 ml) was added to an EtOH (19 ml) solution containing 2-chloro-5-nitrobenzonitrile (1.83 g), followed by stirring for 0.5 hour under ice cooling. Water was added to the reaction solution, and a solid precipitate was collected by filtration and washed with IPE and ethyl acetate. A red solid of 5-nitro-1H-indazol-3-amine (1.45 g) was thus obtained. MS (ESI m/z): 179 (M+H)

The synthetic route of 16588-02-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM Corporation; FUJIWARA, Hideyasu; MIZUMOTO, Shinsuke; KUBO, Yohei; NAKATA, Hiyoku; HAGIWARA, Shinji; BABA, Yasutaka; TAMURA, Takashi; KUNIYOSHI, Hidenobu; MASHIKO, Tomoyuki; YAMAMOTO, Mari; US2014/309225; (2014); 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. 4640-66-8, name is 4-Chlorophenacylcyanide, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H6ClNO

with morpholine This substance has been prepared using morpholine as the activating partner (eg. WO 2015/156601, WO 2015/131113, Angewandte Chemie, International Edition (2013), 52, 14060-14064, Journal of Biological Chemistry (2012), 287, 28840-28851, WO2011/143660, Nature (2010), 468, 1067-1073 & US 6323214) or with diethylamine (WO 2009/063301). In all reports, the product was purified by chromatography followed by recrystallization and no mention of the ethyl-isomer as side product has been recorded ever anywhere.Purification via oxalate saltCrude aminothiophene (5.0 g, 19 mmol) and oxalic acid (1.7 g, 1 eq.) were taken up in methanol (50 ml). The light orange suspension was heated to reflux creating a dark red solution which then was cooled to ambient temperature. The brown suspension that formed was evaporated on a rotovap at 45 C/250-25 mb and the crude oxalate salt dried for 4 h at 45 C/25 mbar providing a yellow-orange crystalline solid (6.2 g, GC: 87% product, 13% ethyl isomer). a) The oxalate salt (3.0 g) was taken up in acetonitrile (30 ml, lOx v/w) and the brown suspension was heated to reflux. The red solution produced was cooled and stirred at 25 C/1 h. A brown suspension arose which was filtered and the purified product was washed with dichloromethane (4 ml). The salt recovered was dried at 45 C/25 mb for 3 h and the filtrate evaporated.Yield: 1.4 g yellow solid GC (area): 99% product, 1% ethyl isomer

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.; BLISS, Fritz; DU, Xiaohua; HE, Dawei; HILDBRAND, Stefan; SPURR, Paul; YE, Wenfa; ZHENG, Jianbing; (38 pag.)WO2018/109053; (2018); A1;,
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