Month: August 2021

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. 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, A new synthetic method of this compound is introduced below., SDS of cas: 1080-74-6

A solution of intermediate 2 (112 mg, 0.12 mmol) and INCN(170 mg, 0.88 mmol, 7.2 eq) in tert-butanol (25 mL) was degassedbefore addition of triethylamine (2e3 drops, catalytic amount) andsubsequent refluxed under N2 atmosphere for 6 h. After cooling toroom temperature, the reaction was quenched by water andextracted with chloroform (CHCl3). The organic layer was washedby water for several times. Column chromatography on silica gelwith CHCl3:hexane (1:1) as the eluent afforded IFTIC as darkredsolid (180 mg, 53%), mp 223.3-224.6 C. 1H NMR (CDCl3, 500 MHz)delta (ppm): 8.92 (s, 2H), 8.72 (d, 2H, J 7.4 Hz), 7.98 (d, 2H, J 6.9 Hz),7.92 (d, 2H, J 3.5 Hz), 7.88-7.75 (m, 12H), 7.69 (s, 2H), 7.62 (d, 2H,J 3.5 Hz), 2.13-2.10 (m, 8H), 1.17-1.02 (m, 40H), 0.76 (t, 12H,J 7.0 Hz), 0.72-0.65 (m, 8H)13C NMR (CDCl3, 125 MHz) delta (ppm):188.5,161.6,160.6,152.5, 151.2,146.5,143.7,140.6,140.1,138.2,137.0,136.2, 135.2, 134.6, 131.7, 126.0, 125.4, 124.9, 123.8, 122.4, 120.8,120.5, 114.6, 69.7, 55.2, 40.5, 31.8, 29.9, 29.2, 29.1, 23.8, 22.6, 14.0.Anal. calcd for C86H90N4O2S2 (%): C 80.96, H 7.11, N 4.39; found (%):C 80.91, H 7.09, N 4.38.

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:
Article; Zhang, Jie; Zhao, Baofeng; Mi, Yuhua; Liu, Hongli; Guo, Zhaoqi; Bie, Guojun; Wei, Wei; Gao, Chao; An, Zhongwei; Dyes and Pigments; vol. 140; (2017); p. 261 – 268;,
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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. 29509-06-6, name is 4-Methyl-3-oxopentanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4-Methyl-3-oxopentanenitrile

To cyclopentylhydrazine hydrochloride (CAS: 24214-72-0, 0.35 g, 2.56 mmol, 1.0 equiv) and 4-methyl-3-oxo-pentanenitrile (CAS: 29509-06-6, 0.33 mL, 2.82 mmol, 1.1 equiv) in toluene (12.8 mL) at RT was added DIPEA (0.82 mL, 5.12 mmol, 2.0 equiv). Then the reaction mixture was heated at reflux for 1.5 h. The reaction mixture was cooled down to RT and concentrated in vacuo to afford a crude mixture which was purified by flash chromatography on silica gel (eluent system: heptane/ethyl acetate gradient from 100/0 to 30/70) to afford the titled compound.

The synthetic route of 29509-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE S.A.R.L; GALAPAGOS NV; AKKARI, Rhalid; ALVEY, Luke Jonathan; BOCK, Xavier Marie; BROWN, Brian S.; CLAES, Pieter Isabelle Roger; COWART, Marlon D.; DE LEMOS, Elsa; DESROY, Nicolas; DUTHION, Beranger; GFESSER, Gregory A.; GOSMINI, Romain Luc Marie; HOUSSEMAN, Christopher Gaetan; JANSEN, Koen Karel; JI, Jianguo; KYM, Philip R.; LEFRANCOIS, Jean-Michel; MAMMOLITI, Oscar; MENET, Christel Jeanne Marie; MERAYO, Nuria Merayo; NEWSOME, Gregory John Robert; PALISSE, Adeline Marie Elise; PATEL, Sachin V.; PIZZONERO, Mathieu Rafael; SHRESTHA, Anurupa; SWIFT, Elizabeth C.; VAN DER PLAS, Steven Emiel; WANG, Xueqing; DE BLIECK, Ann; (1004 pag.)WO2017/60874; (2017); A1;,
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Reference of 185147-08-4, 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. 185147-08-4, name is 4-Fluoro-3-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 5a 10430] Under nitrogen atmophere, sodium hydride (60percent suspension in mineral oil, 32 mg, 0.804 mmol) is added to example 4a (120 mg, 0.402 mmol) and 4-fluoro-3-methyl- benzonitrile (109 mg, 0.804 mmol) in dry 1 ,4-dioxane (2 mE) cooled to 00 C. and stirring is continued for 3 hat it. Volatiles are evaporated under reduced pressure to furnish a residue that is purified by preparative HPEC (stationary phase: Sun- fire C18 ODE 5 tm 19x 100 mm. Mobile phase: ACN/H20+ CF3COOH 0.05percent). Fractions containing the title compound are combined, acetonitrile is evaporated under reduced pressure, the aqueous layer is basified with sat. NaHCO3 and extracted with DCM. The organic layer is dried using a phase separator cartridge and the resulting solution is evaporated under reduced pressure to furnish the title compound (105 mg, 63percent).10431] UPEC-MS (Method 2): R=1 .28 mm10432] MS (ESI pos): mlz=414 (M+H)

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

Reference:
Patent; Boehringer Ingelheim International GmbH; GIOVANNINI, Riccardo; CUI, Yunhai; DOODS, Henri; FERRARA, Marco; JUST, Stefan; KUELZER, Raimund; LINGARD, Iain; MAZZAFERRO, Rocco; RUDOLF, Klaus; US2014/343065; (2014); A1;,
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Synthetic Route of 16532-79-9, 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. 16532-79-9, name is 4-Bromophenylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

(4-bromo-phenyl)-2,2-dimethyl-acetonitrile To a cooled (0 C.) solution of 4-bromo-phenyl-acetonitrile (7.0 g, 35.7 mmol) in THF (70 mL) was added methyl iodide (4.9 mL, 78.6 mmol) followed by KOBu-t (79 mL, 1 M in THF). On complete addition, the cold bath was removed and stirring continued for a further 1 hr. The reaction mixture was then diluted with ether, washed sequentially with water and brine, dried over MgSO4 and concentrated. The residue was purified by flash chromatography (eluding with 10% ethyl acetate in hexanes) to give 7.49 g of the title compound as an oil. 1H NMR (CDCl3) d 1.70 (s, 6H), 7.34 (d, J=8 Hz, 2H), 7.50 (d, J=8 Hz, 2H). MS (EI) m/z 223, 225 Br pattern (M)+

The chemical industry reduces the impact on the environment during synthesis 4-Bromophenylacetonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Burns, Christopher J.; Dankulich, William P.; McGarry, Daniel G.; Volz, Francis A.; US2002/193410; (2002); A1;,
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Related Products of 21524-39-0, A common heterocyclic compound, 21524-39-0, name is 2,3-Difluorobenzonitrile, molecular formula is C7H3F2N, 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.

3-fluoro-2-(tetrahydro-2H-pyran-4-yloxy)benzonitrile 3-fluoro-2-(tetrahydro-2H-pyran-4-yloxy)benzonitrile was prepared from 2,3-difluorobenzonitrile and tetrahydro-2H-pyran-4-ol using Method K. The product was purified by flash chromatography eluting with EtOAc in hexane (0% to 8% gradient) to yield 3-fluoro-2-(oxan-4-yloxy)benzonitrile as white solid (780 mg, 98%). MS: m/z=222.0 [M+H]+.

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; Merck Patent GmbH; SHERER, Brian A.; KARRA, Srinivasa; XIAO, Yufang; (407 pag.)US2016/376283; (2016); A1;,
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Synthetic Route of 98730-77-9, 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. 98730-77-9 name is 1-(Hydroxymethyl)cyclopropanecarbonitrile, 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.

A mixture of 1-cyanocycloprop-1-ylmethanol (4.31 g, 44.4 mmol), obtained as in the proceeding paragraph, triethylamine (9.04 ml, 64.8 mmol) and methylene chloride (78 ml) was cooled under argon to between 0 and 5C and methanesulfonyl chloride (4.67 ml, 59.9 mmol) was added slowly. The mixture was cooled 3 hours with stirring at 0 to 5C, then diluted with water and extracted with methylene chloride. The extract was washed with 5% sodium bicarbonate, dried (MgSO4) and concentrated to dryness to give 1-cyanocycloprop-1-ylmethyl methanesulfonate.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(Hydroxymethyl)cyclopropanecarbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; EP748800; (1996); A3;,
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Synthetic Route of 59997-51-2, 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. 59997-51-2, name is 4,4-Dimethyl-3-oxopentanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

N-Bromosuccinimide(1.42g, 7.99mmol) was added to a solution of pivaloylacetonitrile(1.00g, 7.99mmol) in carbon tetrachloride(15mL), and the mixture was refluxed for 15 minutes. After the reaction mixture was cooled to room temperature, the insoluble matter was filtered off, and the residue obtained by evaporation of the filtrate under reduced pressure was purified by column chromatography on silica gel(n-hexane:ethyl acetate=4:1) to give the title compound(1.43g, 87.9%) as an yellowish brown oil.1H-NMR(CDCl3): delta 1.33(9H, s), 5.10(1H, s).

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

Reference:
Patent; Institute of Medicinal Molecular Design, Inc.; EP1555018; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 52133-67-2, name is Ethyl 2-cyano-4,4-diethoxybutyrate, 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 52133-67-2, Application In Synthesis of Ethyl 2-cyano-4,4-diethoxybutyrate

3-Dihydroxybenzamidine hydrochloride as obtained above (89.2 g) was dissolved in absolute ethanol (3080 mL) and a part of the ethanol (2200 mL) was subsequently distilled off again. More absolute ethanol (2200 mL) was added to this receiving solution, together with DBU (175 g), 2-cyano-4,4-diethoxy-butyric acid ethyl ester (237.0 g) and triethyl amine (1 1 1 g). The resulting mixture was heated until reflux and further refluxed for 22 hrs. Most of the solvent (2950 mL) was then distilled off while the remainder was allowed to cool to 50 0C. An aqueous solution of hydrochloric acid (2.3 M, 1360 mL) was added slowly, the reaction mixture was allowed to cool to ambient temperature and stirring was continued for 1 hr. The resulting precipitate was filtered off, washed with water (3 x 100 mL) and dried in vacuo at 40 0C for 2 days to yield 82.8 g 2-(3-hydroxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ol.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-cyano-4,4-diethoxybutyrate, and friends who are interested can also refer to it.

Reference:
Patent; SOLVAY PHARMACEUTICALS GMBH; WO2009/153261; (2009); A1;,
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Application of 179897-89-3, 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. 179897-89-3 name is 5-Bromo-2-fluorobenzonitrile, 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.

a 2-Hydroxyl-4-bromobenzonitrile A mixture of 2-fluoro-5-bromobenzonitrile (30 g, 152.3 mmole), potassium acetate (222.4 g, 228.5 mmole), and 18-crown-6 ether (60.4 g, 288.5 mmole) in MeCN (400 mL) was heated at reflux in 36 h. The mixture was cooled, added 2.5 N NaOH (200 mL), stirred at RT overnight. The mixture was extracted with ether (discarded). The aqueous layer was acidified with 6N HCl, extracted with EtOAc, dried over MgSO4, concentrated, purified by flash column chromatography (40% EtOAc/Hex) to give a light yellow foam (24.45 g, 81%). 1H-NMR (300 MHz, DMSO-d6): delta7.13 (dd, J=1.7, 8.3 Hz, 1H), 7.17 (d, J=1.7 Hz, 1H), 7.61 (d, J=8.3 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-2-fluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; SmithKline Beecham Corporation; US6417215; (2002); B1;,
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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. 32703-80-3, name is 4-(tert-Butyl)phthalonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

Example 7 Z1XXX (tBu)10.0 parts of 4-tert-butylphthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.) and 84 parts of methanol were mixed. A mixture of 8.15 parts of a 28% sodium methoxide methanol solution (manufactured by Wako Pure Chemical Industries, Ltd.) and 73 parts of methanol was added dropwise to the resulting mixture while keeping the temperature at 5 for 1 hour. The resulting mixture was stirred at 5 to 20 for 2 days.5.42 parts of acetic acid and 6.14 parts of ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.) were added to the resulting mixture at 10 to 20 . The obtained mixture was stirred at 65 for 3 days.To the resulting mixture was added 2.69 parts of acetic acid and 3.07 parts of ethyl cyanoacetate (manufactured by Tokyo Chemical Industry Co., Ltd.), followed by stirring at 65 C for 3 days. To the obtained mixture, 5.36 parts of acetic acid, 7.25 parts of barbituric acid (manufactured by Tokyo Chemical Industry Co., Ltd.) and 363 parts of water were added, and the mixture was stirred at 65 C for 9 days.The obtained mixture was subjected to solvent distillation using a rotary evaporator, and the obtained residue was purified by column chromatography to obtain a mixture of a compound represented by the formula IZ1-20 and a compound represented by the formula IZ1-21.

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; Seumittomo Gaga Kku Gabu Siki Ga I Sya; O Da-ga-cheu-na-ri; Do Ga-i-ma-na-bu; Ha Ma-ki-hi-ro-hu-mi; (366 pag.)KR2018/26347; (2018); A;,
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