Tag: M.W:200-300

It is a common heterocyclic compound, the benzoxazole compound, 6-Bromobenzo[d]oxazol-2(3H)-one, cas is 19932-85-5 its synthesis route is as follows.

Intermediate 6. 2-oxo-2,3-dihydro-1 ,3-benzoxazole-6-carbonitrileA mixture of 6-bromo-1 ,3-benzoxazol-2(3H)-one (2 g ; 9.34 mmol) and copper (I ) cyan ide (1 .42 g; 1 5.86 mmol) in 6 m l D M F is heated at 1 50C u nder nitrogen atmosphere for 22 hr. After cooling to room temperature, a solution of 1 .55 g (31 .6 mmol) of sodium cyanide in 32 ml water is added followed by 1 hr stirring. The system is extracted thoroughly with ethyl acetate, washed with brine, dried and concentrated in vacuo to provide 1 .5 g (93 % yield) of the title compound enough pure as to prosecute the syntesis.

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; ALMIRALL, S.A.; AIGUADE BOSCH, Jose; GUAL ROIG, Silvia; PRAT QUINONES, Maria; PUIG DURAN, Carlos; WO2013/68554; (2013); 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.

[Reference Example 20] (0470) (0471) To the solution of 100 mg of 6-bromobenzo[d]oxazol-2(3H)-one in 1.0 mL of tetrahydrofuran, 57.7 mg of potassium tert-butoxide was added under ice-cooling, and the resultant was stirred under ice-cooling for 10 minutes, followed by addition of 61.1 muL of benzyl bromide. The reaction mixture was stirred at room temperature for 20 minutes and at an external temperature of 50C for two hours, then cooled to room temperature and allowed to stand overnight. Water and ethyl acetate were added to the reaction mixture. The organic layer was separated and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to give 133 mg of 3-benzyl-6-bromobenzo[d]oxazol-2(3H)-one as a white solid. 1H-NMR (CDCl3) delta: 4.99 (2H, s), 6.55-6.92 (1H, m), 6.98-7.98 (7H, m).

The chemical industry reduces the impact on the environment during synthesis,19932-85-5,6-Bromobenzo[d]oxazol-2(3H)-one,I believe this compound will play a more active role in future production and life.

Reference：
Patent; Toyama Chemical Co., Ltd.; FUJIFILM Corporation; TANAKA, Tadashi; KONISHI, Yoshitake; KUBO, Daisuke; FUJINO, Masataka; DOI, Issei; NAKAGAWA, Daisuke; MURAKAMI, Tatsuya; YAMAKAWA, Takayuki; EP2915804; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

73101-74-3, 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-(Bromomethyl)benzo[d]oxazole, cas is 73101-74-3,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 1-alkyl benzimidazole (1.0mmol) and 11 2-bromomethyl-1,3-benzoxazole (0.21g, 1.0mmol) was stirred at 100C for 24h in 13 1,4-dioxane. The light brown precipitate yielded was separated by filtration and washed with fresh 1,4-dioxane (3×10mL) to obtain the corresponding 64 bromide salt (5a-b).

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 2-(Bromomethyl)benzo[d]oxazole, 73101-74-3

Reference：
Article; Shahini; Achar, Gautam; Budagumpi, Srinivasa; Mueller-Bunz, Helge; Tacke, Matthias; Patil, Siddappa A.; Journal of Organometallic Chemistry; vol. 868; (2018); p. 1 – 13;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

72752-81-9, 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 2-mercaptobenzo[d]oxazole-6-carboxylate, cas is 72752-81-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 3-hydroxyanthranilic acid (1.93 g, 12.6 mmol) in saturated HCl MeOH (40 mL) was added p-toluenesulfonic acid (p-TsOH) monohydrate (95 mg, 0.5 mmol). The reaction mixture was stirred at reflux temperature for 12 h. The solvent was evaporated under reduced pressure. The residue was dissolved in AcOEt. The organic layer was washed with saturated KHCO3 solution, water and brine, and dried over MgSO4. After filtration, the solvent was evaporated under reduced pressure. The residue was dissolved in Et2O. The insoluble material was filtered off. The filtrate was concentrated in vacuo. To a solution of methyl 3-hydroxyanthranilate (1.22 g, 7.37 mmol) in CH2Cl2 (10 mL) was added Et3N (1.85 g, 18.25 mmol), followed by dropwise addition of a solution of thiophosgene (923 mg, 8.03 mmol) in CH2Cl2 (2 mL) with stirring at ambient temperature for 5 min. The reaction mixture was concentrated in vacuo. The residue was dissolved in AcOEt. The organic layer was washed with 1-N HCl, water and brine and dried over MgSO4. After filtration, the solvent was evaporated under reduced pressure to give a solid, which was crystallized from AcOEt/n-hexane to afford methyl 2-mercaptobenzo[d]oxazole-4-carboxylate (7a) (1.28 g, 84%). 2-bromo-N-(2,6-diisopropylphenyl)hexanamide (2e) was obtained from1 using 6-bromohexanoic acid in place of bromoacetic acid in a manner similar to that described for compound 3a. To a stirred solution of the thus obtained thiol (1.05 g, 5.0 mmol) and 2e (1.77 g, 5.0 mmol) in DMF (20 mL) were added K2CO3 (1.04 g, 7.5 mmol) and 18-crown-6 (132 mg, 0.5 mmol). The reaction mixture was stirred at 80 C for 2 h and diluted with water. The organic layer was extracted with Et2O, washed with water and brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography and eluted with acetone/n-hexane (1:5) to give a solid, which was recrystallized from acetone/n-hexane to afford 12a (1.84 g, 76%) as colorless needles.

The chemical industry reduces the impact on the environment during synthesis,72752-81-9,Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate,I believe this compound will play a more active role in future production and life.

Reference：
Article; Shibuya, Kimiyuki; Kawamine, Katsumi; Miura, Toru; Ozaki, Chiyoka; Edano, Toshiyuki; Mizuno, Ken; Yoshinaka, Yasunobu; Tsunenari, Yoshihiko; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 4001 – 4013;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

A mixture of 6-bromo-1,3-benzoxazol-2(3H)-one (2 g; 9.34 mmol) and copper (I) cyanide (1.42 g; 15.86 mmol) in 6 ml DMF is heated at 150C under nitrogen atmosphere for 22 hr. After cooling to room temperature, a solution of 1.55 g (31.6 mmol) of sodium cyanide in 32 ml water is added followed by 1 hr stirring. The system is extracted thoroughly with ethyl acetate, washed with brine, dried and concentrated in vacuo to provide 1.5 g (93 % yield) of the title compound enough pure as to prosecute the syntesis.

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; Almirall, S.A.; Aiguade Bosch, Jose; Gual Roig, Silvia; Prat Quinones, Maria; Puig Duran, Carlos; EP2592077; (2013); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 2-(Bromomethyl)benzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 73101-74-3, its synthesis route is as follows.

EXAMPLE 58 4-[(2-benzoxazolyl)methyl]-N-(2,6-dimethylphenyl)-1-piperazineacetamide Maleate (1:2.75) 1.45 g of the intermediate piperazineacetamide of Example 15 in acetonitrile (30 ml); 3 g K2 CO3; a catalytic amount of KI and leq (0.95 g, 4.53 mMol) of bromomethylbenzoxazole was stirred 24 hrs, filtered, and the solvents evaporated. The residue was dissolved in MeOH, made acidic with maleaic acid and allowed to crystalize. Filtration gave 1.67 g product 53% yield; mp 163-165 C.; 1 H-NMR (300 MHz DMSO-d6) delta 9.81 (s, 1H), 7.74 (m, 2H) 7.41 (m, 2H), 7.07 (m, 3H), 4.09 (s, 2H), 4.02 (s, 2H), 3.28 (s, 4H), 2.90 (s, 4H), 2.13 (s, 6H); 13 C NMR (75 MHz DMSO-d6) delta 166.96(0), 162.41(0), 150.30(0), 140.49(0), 135.05(0), 133.80(0), 133.36(+), 127.85(+), 127.00(+), 125.40(+), 124.59(+), 119.76(+), 110.89(+), 56.64(-), 53.17(-), 51.80(-), 48.95(-), 18.07(+); IR (KBr) 3392, 1696, 1620, 1574, 1518, 1468, 1454, 1428, 1356, 1218, 1082, 990, 868; MS (DCI) m/e 379; Analysis calc’d for C22 H26 N4 O2.2.75C4 H4 O4: C, 56.81 H, 5.35 N, 8.03; found: C, 56.52 H, 5.34 N, 8.39.

73101-74-3, 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.,73101-74-3 ,2-(Bromomethyl)benzo[d]oxazole, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Bristol-Myers Squibb Company; US5382584; (1995); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 6-Bromobenzo[d]oxazol-2(3H)-one, cas is 19932-85-5 its synthesis route is as follows.

2-Oxo-2,3-dihydro-benzooxazole-6-carbaldehyde A solution of 6-bromo-3H-benzooxazol-2-one (0.9236 g, 4.31 micromoles) in anhydrous tetrahydrofuran (25 mL) and dimethylformamide (3 mL) under nitrogen was cooled to -78 C. before addition of n-butyllithium (2.5M in hexane) (3.8 mL, 2.2 equiv). After stirring for 10 min at -78 C., 24 mL of sec-butyllithium (1.4 M in cyclohexane, 8 equiv) was added. The reaction was stirred while slowly warming to -40 C. When this temperature was reached, the reaction was quenched by addition of methanol. The reaction mixture was concentrated in vacuo and water was added. The aqueous layer was acidified with 1N HCl (ca. pH 5) and extracted with ethyl acetate (3*50 mL), dried over sodium sulfate, filtered and concentrated to give the product, 0.6402 g (91%). MS (ESI) 164 (MH)+. 1H NMR (400 MHz, DMSO-d6) delta 9.90 (1H, s), 7.79 (1H, d, J=8.0 Hz), 7.74 (1H, s), 7.28 (1H, d, J=8.0 Hz).

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; Chaturvedula, Prasad V.; Chen, Ling; Civiello, Rita; Conway, Charles Mark; Degnan, Andrew P.; Dubowchik, Gene M.; Han, Xiaojun; J. Jiang, Xiang Jun; Karageorge, George N.; Luo, Guanglin; Macor, John E.; Poindexter, Graham; Tora, George; Vig, Shikha; US2004/204397; (2004); 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: Heteroarylboronic acid (1.3 equivalents), aryl bromide (1 equivalent), and tetrakis(triphenylphosphine) palladium(0) (5mol %) were suspended in DME to give a 0.07-0.1M solution of boronic acid under nitrogen atmosphere. A 0.5M aqueous solution of sodium carbonate (6 equivalents) was added. The mixture was refluxed for 3.5-14h, cooled to room temperature, diluted with water and extracted several times with ethyl acetate. The combined extracts were dried over anhydrous MgSO4, concentrated and purified by flash chromatography and were if necessary recrystallized.

The chemical industry reduces the impact on the environment during synthesis,19932-85-5,6-Bromobenzo[d]oxazol-2(3H)-one,I believe this compound will play a more active role in future production and life.

Reference：
Article; Grombein, Cornelia M.; Hu, Qingzhong; Rau, Sabrina; Zimmer, Christina; Hartmann, Rolf W.; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 788 – 796;,
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.

General procedure: 6-bromobenzo[d]thiazol-2(3H)-one, 6-bromobenzo[d]xazol-2(3H)-one or 5-bromobenzo[d]thiazol-2(3H)-one (10 mmol) wasdissolved in 10mL dry DMF. Cesium carbonate (20 mmol) and thecorresponding haloalkane (2-bromopropyl, 1-bromobutyl, 1-bromopentyl, 1-bromohexyl, 2-dimethylaminopropyl chloride, 4-(2-chloroethyl)morpholine) (24 mmol) were added to the solution.The mixture was stirred at 80 C overnight. The solvent was evaporatedunder reduced pressure. The residue was dissolved in ethylacetate (50 mL) and washed with water (2X50 mL). The organiclayer was dried over MgSO4 and evaporated under reducedpressure

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：
Article; Leleu-Chavain, Natascha; Baudelet, Davy; Heloire, Valeria Moas; Rocha, Diana Escalante; Renault, Nicolas; Barczyk, Amelie; Djouina, Madjid; Body-Malapel, Mathilde; Carato, Pascal; Millet, Regis; European Journal of Medicinal Chemistry; vol. 165; (2019); p. 347 – 362;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 72752-81-9, its synthesis route is as follows.

Methyl 2-chloro-l,3-benzoxazole-6-carboxylate (Intermediate B) To Compound4 (2 g, 9.5 mmol), SOCl2 (9.8 ml, 134 mmol) and DMF (0.8 niL, 10 mmol) was added at room temperature. The reaction mixture heated to reflux for 15 min. The solvent was removed under reduced pressure. The crude oil was azeotroped with xylene twice. The residue was dissolved in a minimum amount of DCM / MeOH, and then loaded onto a silica gel column, eluting with EtOAc/isohexane to give intermediate B as a white solid. H NMR (500MHz, CDC13, ppm): 4.0 (s, 3H)5 7.8 (d, IH), 8.1 (d, IH), 8.3 (s, IH). LC-MS, M+l – 212.1

72752-81-9, 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.,72752-81-9 ,Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate, other downstream synthetic routes, hurry up and to see

Reference：
Patent; MERCK SHARP & DOHME CORP.; HE, Jiafang; BAWIEC, John; LIU, Weiguo; LIANG, Gui-Bai; YANG, Lihu; WO2010/56717; (2010); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem