Category: 94087-40-8

Guo, Rui; Xiao, Haijing; Li, Sijia; Luo, Yixin; Bai, Jiahui; Zhang, Mengzhen; Guo, Yinlong; Qi, Xiaotian; Zhang, Guozhu published the artcile< Photoinduced Copper-Catalyzed Asymmetric C(sp3)-H Alkynylation of Cyclic Amines by Intramolecular 1,5-Hydrogen Atom Transfer>, Reference of 94087-40-8, the main research area is cyclic amine photoinduced copper alkynylation alkyne hydrogen atom transfer; Amines; Asymmetric Synthesis; Copper Catalysis; Hydrogen Atom Transfer; Photochemistry.

The development of a mild and general method for C(sp3)-H functionalization of cyclic amines has been an ongoing challenge. In this work, authors describe the copper-catalyzed enantioselective C(sp3)-H alkynylation of unactivated cyclic 2-iodo-benzamide under photo-irradiation by intramol. 1,5-hydrogen atom transfer (HAT). The employment of a new bisoxazoline diphenylamine ligand, in conjunction with 1,1′-bi-2-naphthol, which significantly improved the reduction potential of the copper complex, was the key to success of this chem. Mechanistic and computational studies supported that the new copper complex served the dual role as a photoredox and coupling catalyst, the reaction went through a radical process, and the intramol. 1,5-HAT process was involved in the rate-limiting step. Apart from the broad substrate scope including unprecedented benzocyclic amines, this method also showed excellent diastereoselectivity in 2-monosubstituted cyclic amines via substrate control.

Angewandte Chemie, International Edition published new progress about Alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Reference of 94087-40-8.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chen, Weiqiang; Yang, Qin; Zhou, Tian; Tian, Qingshan; Zhang, Guozhu published the artcile< Enantioselective Synthesis of α-exo-Methylene γ-Butyrolactones via Chromium Catalysis>, SDS of cas: 94087-40-8, the main research area is aldehyde ethyl acrylate bromomethyl chromium allylation alkoxycarbonyl lactonization catalyst; butyrolactone methylene stereoselective preparation.

Enantioenriched α-exo-methylene γ-butyrolactones I [R = (CH2)2Ph, cyclohexyl, n-hexyl, cyclopropyl, Ph, 4-BrC6H4, 2-thienyl, etc.] have been obtained via a two-step sequence consisting of a highly enantioselective chromium-catalyzed carbonyl 2-(alkoxycarbonyl)allylation and lactonization. A variety of functional groups are compatible under the mild reaction conditions. The synthetic utility of this methodol. was demonstrated by two short derivatization transformations and the enantioselective synthesis of (+)-methylenolactocin.

Organic Letters published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, SDS of cas: 94087-40-8.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 94087-40-8, name is 3-Chloro-2-fluorobenzonitrile, 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. COA of Formula: C7H3ClFN

General procedure: Into an oven-dried flask equipped with a magnetic stir bar was added aryl fluoride (1.00 g, 1.0 eq.), Na2S (1.1 eq.) and DMF (5 mL) under argon. The reaction mixture was stirred at room temperature for 1 h. Then 1 M NaOH (50 mL) was added and was washed with CH2Cl2 (2 x 25 mL). The aqueous layer was acidified to pH ~ 1-2 with 6 N HCl and extracted with CH2Cl2 (2 x 50 mL). The combined organic layer was washed with brine (50 mL), dried over MgSO4, filtered and concentrated under reduced pressure to provide a crude residue. To the residue was added 10% HCl (40 mL) and cooled with an ice-water bath. Then zinc dust (4 g) was added and the mixture was stirred for 1 h. Then EtOAc (100 mL) was added and the mixture was stirred for an additional 30 minutes. The organic layer was separated and washed with water (40 mL) and brine (40 mL), dried over MgSO4, filtered and concentrated to provide the desired product with satisfactory purity.

The synthetic route of 3-Chloro-2-fluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Taldone, Tony; Patel, Pallav D.; Patel, Hardik J.; Chiosis, Gabriela; Tetrahedron Letters; vol. 53; 20; (2012); p. 2548 – 2551;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 94087-40-8, These common heterocyclic compound, 94087-40-8, name is 3-Chloro-2-fluorobenzonitrile, 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.

3L bottle take four reflux means of 2-fluoro-3-chlorobenzonitrile 437g, water 500g, concentrated sulfuric acid, 1248g, acetic acid 21g, slowly warmed to reflux and reflux temperature of about 155 , heat the reaction 5h, the control sample, the raw material ?1%, the reaction was stopped, cooled to 50 , dropping water 750g, stirred for 1h and then cooled to 10 , filtration, the filter cake with the amount of water rinsed, drained, dried was 458.5g, content ?99%, yield 93.5%.

The synthetic route of 94087-40-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Yongtai Technology Co ., Ltd; Zhang, xing; Shu, zhujin; (10 pag.)CN104529729; (2016); B;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 94087-40-8, These common heterocyclic compound, 94087-40-8, name is 3-Chloro-2-fluorobenzonitrile, 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.

General procedure: An oven-dried round bottomed flask (50 mL capacity) equipped with a magnetic stir bar was evacuated and purged with argon. 2-Aminopyridine (1 mmol, 1 euiv), 2-fluorobenzonitrile (1.2 mmol, 1.2 euiv), KtOBu (4 mmol, 4 euiv) and DMSO (5 mL) were added successivelyat room temperature and the reaction mixture was allowed to stir at room temperature for 12 h. Water (10 mL) was added to the reaction mixture and the organic layer was extracted with ethyl acetate (2×20 mL). The combined organic phases were washed with brine and dried over sodium sulfate. The solvent was removed and the residue was purified by column chromatography on silica gel using hexanes/ethyl acetate as an eluent.

The synthetic route of 94087-40-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sen, Tejosmita; Neog, Kashmiri; Sarma, Sangita; Manna, Prasenjit; Deka Boruah, Hari Prasanna; Gogoi, Pranjal; Singh, Anil Kumar; Bioorganic and Medicinal Chemistry; vol. 26; 17; (2018); p. 4942 – 4951;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 94087-40-8, name is 3-Chloro-2-fluorobenzonitrile, 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. COA of Formula: C7H3ClFN

General procedure: Into an oven-dried flask equipped with a magnetic stir bar was added aryl fluoride (1.00 g, 1.0 eq.), Na2S (1.1 eq.) and DMF (5 mL) under argon. The reaction mixture was stirred at room temperature for 1 h. Then 1 M NaOH (50 mL) was added and was washed with CH2Cl2 (2 x 25 mL). The aqueous layer was acidified to pH ~ 1-2 with 6 N HCl and extracted with CH2Cl2 (2 x 50 mL). The combined organic layer was washed with brine (50 mL), dried over MgSO4, filtered and concentrated under reduced pressure to provide a crude residue. To the residue was added 10% HCl (40 mL) and cooled with an ice-water bath. Then zinc dust (4 g) was added and the mixture was stirred for 1 h. Then EtOAc (100 mL) was added and the mixture was stirred for an additional 30 minutes. The organic layer was separated and washed with water (40 mL) and brine (40 mL), dried over MgSO4, filtered and concentrated to provide the desired product with satisfactory purity.

The synthetic route of 3-Chloro-2-fluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Taldone, Tony; Patel, Pallav D.; Patel, Hardik J.; Chiosis, Gabriela; Tetrahedron Letters; vol. 53; 20; (2012); p. 2548 – 2551;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 94087-40-8, These common heterocyclic compound, 94087-40-8, name is 3-Chloro-2-fluorobenzonitrile, 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.

3L bottle take four reflux means of 2-fluoro-3-chlorobenzonitrile 437g, water 500g, concentrated sulfuric acid, 1248g, acetic acid 21g, slowly warmed to reflux and reflux temperature of about 155 , heat the reaction 5h, the control sample, the raw material ?1%, the reaction was stopped, cooled to 50 , dropping water 750g, stirred for 1h and then cooled to 10 , filtration, the filter cake with the amount of water rinsed, drained, dried was 458.5g, content ?99%, yield 93.5%.

The synthetic route of 94087-40-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Yongtai Technology Co ., Ltd; Zhang, xing; Shu, zhujin; (10 pag.)CN104529729; (2016); B;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 94087-40-8, name is 3-Chloro-2-fluorobenzonitrile, 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 94087-40-8, name: 3-Chloro-2-fluorobenzonitrile

To a solution of 11 (3.57 g, 16.9 mmol, 1 eq) and 3-chloro-2-fluorobenzonitrile (5.25 g, 33.74 mol, 2 eq) in dry DMSO (125 mL) was added K2CO3 (7 g, 50.6 mmol, 3.1 eq). The reaction mixture was stirred at rt for 24 h and partitioned between EtOAc and brine. The aqueous phase was extracted with EtOAc and the combined EtOAc extracts were washed with brine, dried over Na2SO4, and evaporated. Chromatography on a silica column with eluent of 20:1 CH2Cl2:Me0H afforded (R)-3-chloro-2-[2-chloro-5-(5-oxo-pyrrolidin-3-yl> phenoxy]-benzonitrile, 12. 2.4 Results[0172] Analytical data for structure 9 is provided below.2.4a (R)-3-chloro-2-[2-chloro-5-(5-oxo-pyrrolidin-3-yl)’phenoxy]-benzonit}”ile [0173] MS m/z 347.0 (M + 1).

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; IRM LLC; WO2006/81554; (2006); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding some certain compound to certain chemical reactions, such as: 94087-40-8, name is 3-Chloro-2-fluorobenzonitrile, 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 94087-40-8. 94087-40-8

General procedure: An oven-dried round bottomed flask (50 mL capacity) equipped with a magnetic stir bar was evacuated and purged with argon. 2-Aminopyridine (1 mmol, 1 euiv), 2-fluorobenzonitrile (1.2 mmol, 1.2 euiv), KtOBu (4 mmol, 4 euiv) and DMSO (5 mL) were added successivelyat room temperature and the reaction mixture was allowed to stir at room temperature for 12 h. Water (10 mL) was added to the reaction mixture and the organic layer was extracted with ethyl acetate (2¡Á20 mL). The combined organic phases were washed with brine and dried over sodium sulfate. The solvent was removed and the residue was purified by column chromatography on silica gel using hexanes/ethyl acetate as an eluent.

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 3-Chloro-2-fluorobenzonitrile.

Reference:
Article; Sen, Tejosmita; Neog, Kashmiri; Sarma, Sangita; Manna, Prasenjit; Deka Boruah, Hari Prasanna; Gogoi, Pranjal; Singh, Anil Kumar; Bioorganic and Medicinal Chemistry; vol. 26; 17; (2018); p. 4942 – 4951;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

94087-40-8,Some common heterocyclic compound, 94087-40-8, name is 3-Chloro-2-fluorobenzonitrile, molecular formula is C7H3ClFN, 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.

Intermediate 52: (3-chloro-2-(piperidin- -yl)phenyl)methanamine Step 1: To a solution of 3-chloro-2-fluorobenzonitrile (CAS 94087-40-8) (2.3 mmol) and piperidine (2.8 mmol) in 10 mL of DMF was added K2CO3 (4.6 mmol). The reaction was stirred at RT for 12 h, then the reaction mixture was extracted with water and EtOAc, washed with brine, dried over Na2S04, then concentrated in vacuo to provide 3-chloro-2-(piperidin-l- yl)benzonitrile as a yellow solid which was used in Step 2 without further purification.

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

Reference:
Patent; KAROS PHARMACEUTICALS, INC.; DE LOMBAERT, Stephane; GOLDBERG, Daniel R.; BRAMELD, Kenneth Albert; SJOGREN, Eric Brian; WO2015/89137; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts