Day: May 25, 2021

Name is Benzo[d]oxazol-6-amine, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 177492-52-3, its synthesis route is as follows.

General procedure: A mixture of the appropriate amine (1M-3M, 2 mmol) and the appropriate aldehyde (2.2 mmol) in ethanol (10 mL) was stirred at room temperature for 8 h.

177492-52-3, 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.,177492-52-3 ,Benzo[d]oxazol-6-amine, other downstream synthetic routes, hurry up and to see

Reference：
Article; Zhang, Da-Jun; Sun, Wen-Fang; Zhong, Zhao-Jin; Gao, Rong-Mei; Yi, Hong; Li, Yu-Huan; Peng, Zong-Gen; Li, Zhuo-Rong; Molecules; vol. 19; 1; (2014); p. 925 – 939;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 2-Chloro-6-fluorobenzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 153403-53-3, its synthesis route is as follows.

Example 99: N-[(/5,25)-2-[(6-Fluoro-l<3-benzoxazol-2-vl)amino1cvclopentyl1-2-(3- methyl-l,2,4-oxadiazol-5-yl)benzamide To a solution of N-[(lS,2S)-2-aminocyclopentyl]-2-(3-methyl- l,2,4-oxadiazol-5- yl)benzamide hydrochloride (Intermediate 26; 100 mg, 0.310 mmol) in dry DMSO (1 ml) was added DIPEA (162 mu, 0.929 mmol) and 2-chloro-6-fluoro-l,3-benzoxazole (CAS Number 153403-53-3; 64 mg, 0.372 mmol). The reaction was subjected to microwave irradiation at 140C for 1 hour. The reaction was then purified by reverse phase preparative HPLC (acetonitrile / water with 0.1% ammonia) to afford the title compound.1H NMR (400 MHz, DMSO-d6): delta ppm 1.55 - 1.78 (m, 4 H), 2.00 - 2.12 (m, 2 H), 2.35 (s, 3 H), 4.01 - 4.12 (m, 1 H), 4.19 - 4.29 (m, 1 H), 6.91 - 7.00 (m, 1 H), 7.15 - 7.21 (m, 1 H), 7.30 - 7.36 (m, 1 H), 7.50 - 7.56 (m, 1 H), 7.59 - 7.70 (m, 2 H), 7.89 - 7.95 (m, 1 H), 8.02 - 8.09 (m, 1 H), 8.58 - 8.65 (m, 1 H)MS ES+: 422 153403-53-3, 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.,153403-53-3 ,2-Chloro-6-fluorobenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; ROBINSON, John Stephen; FUJIMOTO, Tatsuhiko; WO2015/55994; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 4-Aminobenzo[d]oxazol-2(3H)-one, cas is 81900-93-8 its synthesis route is as follows.

Amine 2a (1.2 g, 5.5 mmol) (Scheme 7) was dissolved in 40ml of AcOEt and at 0C triphosgene (1.63 g, 5.5 mmol) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 5 ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound lb (820 mg, 5.5 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 7 / petroleum ether 3). The solvent was evaporated and the crude was dissolved in AcOEt (50 ml) and washed with water (1 X 3 0ml) and brine. The organic phase was dried over sodium sulfate and concentrated under vacuum. The purification of the crude residue by chromatographic column gave 300 mg of a white solid. Yield = 14% ‘HNMR (DMSO, 200 MHz) delta 2.51 (6H, s), 4.71 (2H, d, J = 5.6 Hz), 6.55 (2H, d, J = 8.2 Hz), 7.05 (IH, t, J = 7.6 Hz), 7.40 (IH, m), 7.51 (IH, d), 10.06 (IH, bt), 1 1.53 (IH, bs), 1 1.80 (IH, bs); [M+1] 395.1 (C18H17F3N4O3 requires 394.35).

81900-93-8, 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.,81900-93-8 ,4-Aminobenzo[d]oxazol-2(3H)-one, other downstream synthetic routes, hurry up and to see

Reference：
Patent; PHARMESTE S.R.L.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

19932-85-5, 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. 6-Bromobenzo[d]oxazol-2(3H)-one, cas is 19932-85-5,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred suspension of benzo [d]oxazol-2(3H)-one derivative,or benzimidazole, or 2H-benzo [b] [1,4]oxazin-3(4H)-one(1.0 mmol), anhydrous K2CO3 (1.2 mmol) was added in the DMFsolvent for 20 min at 70 C. Then bromoacetylated 1a-1f or 2a-2c(1.3 mmol) and TBAI (0.1 mmol) were added simultaneously. Thereaction was stirred and heated for 4 h. After completion, themixture was extracted with EtOAc/H2O three times. The combinedorganic layers were washed with brine, dried over anhydrousNa2SO4, filtered and concentrated under reduced pressure. Thecrude product was purified by silica gel column chromatographyeluting with EtOAc/PE (3:1e8:1) to afford compounds B01-B29,C01-C03.

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 6-Bromobenzo[d]oxazol-2(3H)-one, 19932-85-5

Reference：
Article; Yang, Lixin; Liu, Yongqing; Fan, Minghua; Zhu, Guiwang; Jin, Hongwei; Liang, Jing; Liu, Zhenming; Huang, Zhuo; Zhang, Liangren; European Journal of Medicinal Chemistry; vol. 182; (2019);,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 5-Bromobenzo[d]oxazole, cas is 132244-31-6 its synthesis route is as follows.

General procedure: To an oven dried 25 mL round bottom flask, palladium complex (7 mg, 3 mol %), cesium carbonate (325 mg, 1 mmol), silver(I) oxide (229 mg, 1 mmol) and azole substrate (0.5 mmol) in 2 mL DMF, under air, were added. Phenyl acetylene substrate (1 mmol) in DMF (2 mL) was added to the reaction vessel slowly by dropping funnel over 2 h while stirring the reaction mixture on preheated oil bath at 85 C. The reaction was allowed to stir for 6 h at the same temperature. The reaction mixture was diluted with EtOAc then filtered through filter paper. The filtrate was quenched with Ice coldwater and then, aqueous layer was extracted with EtOAc. The organic phase was washed with NaCl (satd aq), dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography.

132244-31-6, 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.,132244-31-6 ,5-Bromobenzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Article; Parsharamulu, Thupakula; Vishnuvardhan Reddy, Police; Likhar, Pravin R.; Lakshmi Kantam, Mannepalli; Tetrahedron; vol. 71; 13; (2015); p. 1975 – 1981;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

19932-85-5, 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. 6-Bromobenzo[d]oxazol-2(3H)-one, cas is 19932-85-5,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

6-Bromo-3H-benzooxazol-2-one (428 mg, 2.0 mmol), bis(pinacolato)diboron (508 mg, 2.0 mmol), tris(dibenzylideneacetone)dipalladium (55 mg, 0.06 mmol), butyldi-1- adamantylphosphine (65 mg, 0.18 mmol), potassium acetate (588 mg, 6.0 mmol) were added into a 10 mL microwave vial containing a magnetic stirrer bar, followed by isopropyl acetate (1.5 mL). The vessel was sealed with a cap under an argon atmosphere, then the resulting mixture was heated to 83 C for 1 hour. After the reaction was completed as monitored by TLC and LC-MS, (i?)-2-(5-bromo-pyridin-3-ylamino)-2-phenyl-acetamide (467 mg, 1.6 mmol), potassium carbonate (662 mg, 4.8 mmol), isopropyl acetate (2 mL) and H20 (0.5 mL) were added into the above mixture. The vessel was sealed with a cap under an argon atmosphere, and then the reaction mixture was heated to 90 C for 40 mins under microwave. The mixture was cooled to room temperature and diluted with water (25 mL), extracted with ethyl acetate (50 mL x 3). The combined organic layers were washed with brine (30 mL), and then dried over anhydrous sodium sulfate, concentrated to give crude title compound. The crude title compound was purified by Prep-HPLC to give 6-[5-((i?)-2-hydroxy-l-phenyl-ethylamino)-pyridin-3-yl]- 3H-benzooxazol-2-one (15 mg).

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 6-Bromobenzo[d]oxazol-2(3H)-one, 19932-85-5

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; JIANG, Min; WANG, Jianhua; WANG, Min; YANG, Song; ZHOU, Chengang; WO2014/90692; (2014); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 5-Chlorobenzo[d]oxazole-2(3H)-thione, and cas is 22876-19-3, its synthesis route is as follows.

Oxalyl chloride (1.20 g, 9.4 mmol) was added dropwise to a stirred suspension of 2- mercapto-5-chlorobenzoxazol (1.28 g, 6.9 mmol) in CH2C12 (37 mL) at < 20C. DMF (4.59 g, 62.8 mmol) was added dropwise. A vigorous gas formation was observed and the suspension turned into a solution halfway throughout the addition. The reaction mixture was stirred for 20 minutes. Two additional aliquots oxalyl chloride (1 : 0.20g, 1.35 mmol; 2: 0.40 g, 2.70 mmol) were added and the reaction mixture was stirred for 1.5 hours. HPLC indicated complete conversion of 2-mercapto-5-chlorobenzoxazol into 2,5- Dichlorobenzoxazol . 22876-19-3, 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.,22876-19-3 ,5-Chlorobenzo[d]oxazole-2(3H)-thione, other downstream synthetic routes, hurry up and to see

Reference：
Patent; SANDOZ AG; BARTH, Roland; HOeFERL-PRANTZ, Kathrin; RICHTER, Frank; WIDSCHWENTER, Gerhard; (166 pag.)WO2016/20405; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

13673-62-6, 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. 2-(Methylthio)benzo[d]oxazole, cas is 13673-62-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Example 6 N-(2-benzoxazolyl)-O-[4-oxo-4-[(1,4,5,6-tetrahydro-2-pyrimidinyl)amino]butyl]-L-tyrosine (1,1-dimethyl ethyl) N-(2-benzoxazolyl)-O-(4-ethoxy-4-oxobutyl)-L-tyrosinate (6-1) A mixture constituted by aminoester 5-3 (1.05 g, 3 mmole), 2-methylthiobenzoxazole (660 mg, 4 mmoles) and HgCl2 (50 mg) is heated at 140 C. for 4 hours. The mixture obtained after cooling down is purified by chromatography eluding with a heptane/AcOEt mixture 50/50. 370 mg of the expected product 6-1 is obtained. IR (CHCl3) NH 3413 cm-1; C=O 1729 cm-1; Heterocycle+Aromatic 1642, 1612, 1582, 1512 cm-1

The chemical industry reduces the impact on the environment during synthesis,13673-62-6,2-(Methylthio)benzo[d]oxazole,I believe this compound will play a more active role in future production and life.

Reference：
Patent; Demassey, Jacques; Gourvest, Jean-Francois; Ruxer, Jean-Marie; Weston, John Bernard; LeFrancois, Jean-Michel; US2004/225111; (2004); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 6-Bromobenzo[d]oxazol-2(3H)-one, and cas is 19932-85-5, its synthesis route is as follows.

Step 1: 6-bromo-3-methyl-1, 3-benzoxazol-2(3H)-one A mixture of 6-bromo-1,3-benzoxazol-2(3H)-one (Aldrich, catNo.697036: 0.32 g, 1.5 mmol), methyl iodide (0.28 mL, 4.5 mmol) and potassium carbonate (210 mg, 1.5 mmol) in acetone (3 mL) was heated to 80 C. and stirred for 3 h. The reaction mixture was cooled to room temperature then diluted with water and extracted with EtOAc. The combined extracts were dried over Na2SO4, filtered and concentrated. The residue was used in the next step without further purification. LC-MS calculated for C8H7BrNO2 (M+H)+: m/z=228.0. found 227.9.

19932-85-5, 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.,19932-85-5 ,6-Bromobenzo[d]oxazol-2(3H)-one, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Incyte Corporation; He, Chunhong; Li, Zhenwu; Wu, Liangxing; Yao, Wenqing; Zhang, Fenglei; (84 pag.)US2016/289238; (2016); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

1086378-35-9, 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. Methyl benzo[d]oxazole-7-carboxylate, cas is 1086378-35-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

The compound obtained in Example 51-2 (1.221 g, 6.89 mmol) and THF (24 ml), was dissolved in ethanol (24 ml), cooled with ice. Thereto calcium chloride (1.529 g, 13.78 mmol), sodium borohydride (1.043 g, 27.56 mmol) was stirred at room temperature for 2 hours added. After the reaction was extracted with ethyl acetate by adding 1 mol / l hydrochloric acid. It was washed with a saturated aqueous sodium bicarbonate solution. Dried with magnesium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography (SNAP ULTRA 25 g, hexane / ethyl acetate) to give the title compound (149 mg, 14.5%) as a white solid.

The chemical industry reduces the impact on the environment during synthesis,1086378-35-9,Methyl benzo[d]oxazole-7-carboxylate,I believe this compound will play a more active role in future production and life.

Reference：
Patent; Yakult Honsha Co., Ltd.; University of Occupational and Environmental Health; Ono, Masahiro; Kobayashi, Tsuneyuki; Yamazaki, Ryuta; Haibara, Hirotake; Nishiyama, Yukiko; Hokkyo, Atsuko; Nishiyama, Hiroyuki; Kurita, Akinobu; Matsuzaki, Ken; Kono, Kimitoshi; Izumi, Hiroto; (215 pag.)JP2016/124812; (2016); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem