Month: May 2021

5676-60-8, 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. 2-Methylbenzo[d]oxazol-6-amine, cas is 5676-60-8,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of compound 3 (3.37 mmol) in DMF (10 mL), charged respective compound V (a-p) (4.04 mmol) and heated to 80 C. After3 h, TLC analysis showed complete conversion of starting materials. The reaction mixture was cooled to room temperature, charged water (30 mL) and extracted with EtOAc (2 × 20 mL). The combined organic layer was washed with water (20 mL) followed by brine and concentrated under reduced pressure to obtain gummy liquid. This crude material was triturated with MTBE to afford desired product as solid and which used as such in next step without any further purification.

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-Methylbenzo[d]oxazol-6-amine, 5676-60-8

Reference：
Article; Balraju, Vadla; Jogula, Sridhar; Krishna, Vagolu Siva; Meda, Nikhila; Sriram, Dharmarajan; Bioorganic Chemistry; vol. 100; (2020);,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 5-Bromobenzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 132244-31-6, its synthesis route is as follows.

5-bromobenzoxazole (1 g, 5.05 mmol),Boronic acid pinacol ester (1.54g, 6.06mmol),Potassium acetate (1.49 g, 15.15 mmol)And Pd(dppf)Cl2 (184.76 mg, 0.25 mmol)Add the flasks one by one,Under the protection of nitrogen,Dioxane was used as a solvent and stirred at 100 C for 8 h.After cooling to room temperature,Evaporate the solvent under reduced pressure.Column-chromatography separated 1.03 g of a white powder.The yield was 83.4%.

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：
Patent; Sichuan University; Li Linli; Sun Qizheng; Lin Guifeng; Jin Qianting; (94 pag.)CN108503634; (2018); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

22876-19-3, 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. 5-Chlorobenzo[d]oxazole-2(3H)-thione, cas is 22876-19-3,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

INVENTIVE EXAMPLE 24 2-(4-Methyl-1-piperazinyl)-5-trifluoromethylbenzoxazole 2-Mercapto-5-trifluoromethylbenzoxazole (200 mg) which has been obtained in the same manner as described in Reference Example 1 was dissolved in chloroform (10 ml), and the solution was mixed with N-methylpiperazine (0.5 ml) and heated overnight under reflux. The solvent was evaporated under a reduced pressure, the resulting residue was mixed with water and then the thus precipitated solid matter was collected by filtration to obtain the title compound 2-(4-methyl-1-piperazinyl)-5-trifluoromethylbenzoxazole (134 mg). 1 H-NMR (CDCl3): delta 2.36 (3 H, s), 2.54 (4 H, t), 3.75 (4 H, t), 7.30 (2 H, d), 7.57 (1 H, s); LCMS: m/z 286 (M+ +1)

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 5-Chlorobenzo[d]oxazole-2(3H)-thione, 22876-19-3

Reference：
Patent; Meiji Seika Kaisha, Ltd; Koichi Shudo; US6037342; (2000); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

81282-60-2, 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. 7-Aminobenzo[d]oxazol-2(3H)-one, cas is 81282-60-2,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Amine 2c (1 g, 3.8 mmol) (Scheme 7) was dissolved in 20 ml of AcOEt and at 0C triphosgene (1.13 g, 3.8 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 lc (390 mg, 2.6 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt 1 / petroleum ether 1). The solvent was evaporated and the crude was dissolved in AcOEt (30 ml) and washed with water (1 X 20 ml) and brine. The organic phase was dried over sodium sulfate and concentrated under vacuum. The purification of the crude residue by chromatographic column gave 160 mg of a white solid. Yield = 14% 1HNMR (DMSO, 200 MHz) delta 1.56 (2H, bs), 1.69 (4H, bs), 2.85 (4H, m), 4.42 (2H, d, J = 5.6 Hz), 6.66 (1H, dd, J = 8 Hz, J’ = 0.8 Hz), 7.01 (2H, m), 7.32 (1H, s), 7.44 (2H, dd, J = 7.6 Hz), 7.72 (1H, dd, J = 8.6 Hz, J’ = 1 Hz), 8.73 (1H, bs), 1 1.68 (1H, bs); [M+1] 435.2 (C2iH21F3N4O3 requires 434.4).

The chemical industry reduces the impact on the environment during synthesis,81282-60-2,7-Aminobenzo[d]oxazol-2(3H)-one,I believe this compound will play a more active role in future production and life.

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

Name is 2-Benzoxazolinone, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 59-49-4, its synthesis route is as follows.

Ar gas protection, Ice bath conditions, NaH (910 mg, 47.9 mmol) was added to dry THF and benzoxetine was added (3.6 g, 26.6 mmol) Dissolved in anhydrous THF, Methyl iodide (5.7 g, 40 mmol) was slowly added, Reaction to ice bath to room temperature overnight reaction. After the reaction was stopped, the mixture was concentrated, diluted with water, extracted with DCM, dried and separated on a light reddish brown solid (2.8 g, 71%)

59-49-4, 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.,59-49-4 ,2-Benzoxazolinone, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Shen Zhufang; Bie Jianbo; Mu Yongzhao; Chen Hualong; Liu Lvnan; Zhou Jie; Li Caina; Cao Ran; Huan Yi; Sun Shujuan; (258 pag.)CN107098846; (2017); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is Benzo[d]oxazole-2-thiol, and cas is 2382-96-9, its synthesis route is as follows.

Specifically include:Solid phosgene (BTC) is selected as the chlorinating agent.2 mmol of 2-mercaptobenzoxazole prepared in the step 1 was added to the flask.Add 10 mL of toluene or cyclohexane as solvent to the flask.4 mmol of solid triphosgene was added to the flask.Warm up to 50 C under magnetic stirring, keep warm for 10 min, and then slowly heat up.Each temperature is raised at 10 C for 10 min, when the temperature is raised to 105 C, the temperature is kept for 1 h; TCL point plate analysis,Properly extend the reaction time,After separation by column chromatography, 0.142 g of 2-chlorobenzoxazole was obtained.The product was slightly yellowish liquid with a yield of 46%.

2382-96-9, 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.,2382-96-9 ,Benzo[d]oxazole-2-thiol, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Chen Wantong; (5 pag.)CN108794421; (2018); A;,
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

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 2-Methylbenzo[d]oxazole-6-carbaldehyde, and cas is 864274-04-4, its synthesis route is as follows.

Example 72; 5-(2-Methyl-benzooxazol-6-ylmethylene)-2-(2-piperidin-l-yl-ethylimino)-thiazolidi n-4-one; a) 5- (2-Methyl-benzooxazol-6-ylmethylene)-2-thioxo-thiazolidin-4-one; To the solution of rhodanine (1.21 g, 10 mmol) in ethanol (50 mL) was added 2-methyl-benzooxazole-6-carbaldehyde (1.61 mg, 10 mmol, 1 eq) followed by pyridine (1 mL). The reaction mixture was refluxed for 24 hours cooled to the room temperature. Solid was filtered to give 1.3 g (47 percent yield) of pure 5-(2-methyl-benzooxazol-6-ylmethylene)-2-thioXo-thiazolidin-4-one. lH-NMR (DMSO): No. 2.67 (s, 3H), 2.85 (s, 3H), 7.66 (dd, 1H, J=8.3 Hz, J’=1. 7 Hz), 7.82 (d, 1H, J=8.3 Hz), 8.00 (s, 1H), 8.02 (d, 1H, J=1.7 Hz). LC MS (m/e) = 277.0 (MH+). Rt = 2.02 min.

864274-04-4, 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.,864274-04-4 ,2-Methylbenzo[d]oxazole-6-carbaldehyde, other downstream synthetic routes, hurry up and to see

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/82901; (2005); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is Benzo[d]oxazol-2-amine, and cas is 4570-41-6, its synthesis route is as follows.

General procedure: A slurry of (2-chloro-4-(1-(3,4,5-trimethoxyphenyl)-lH-imidazol-4-ylamino)pyrrolo[1,2- f][1,2,4]triazin-7-yl)methanol (101b) (97 mg, 0.23 mmol), (S)-pyrrolidin-2-ylmethanol (171 mg, 1.69 mmol), di-tert-butyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (di-t-Bu-XPhos, 14 mg, 0.034 mmol), Pd2(dba)3 (14 mg, 0.016 mmol), sodium tert-butoxide (162 mg, 1.69 mmol) in PhMe (5 mL) was degassed and placed in a sealed reactor. The reaction was heated at 100 °C for 48 hr, cooled to room temperature, quenched with saturated aqueous H4CI and extracted with ethyl acetate (3 x 20 mL). The organic layers were combined, washed with water, brine, dried, filtered and concentrated in vacuum to dryness. The residue obtained was purified by flash column chromatography (Silica gel 12 g, eluting with MeOH in DCM from 0 to 40percent) to afford (S)-(l-(7-(hydroxymethyl)-4-(l-(3,4,5-trimethoxyphenyl)-lH-imidazol-4- ylamino)pyrrolo[l,2-f][l,2,4]triazin-2-yl)pyrrolidin-2-yl)methanol (101c) (12 mg, 11 percent yield) as a white solid; MR (300 MHz, DMSO-^e) delta 10.47 (s, 1H, D20 exchangeable), 8.24 (d, J = 1.5 Hz, 1H), 7.97 (s, 1H), 7.10 (d, J= 4.4 Hz, 1H), 6.96 (s, 2H), 6.37 (d, J = 4.4 Hz, 1H), 4.67 (s, 2H), 4.32 – 4.09 (m, 1H), 3.88 (s, 6H), 3.79 – 3.70 (m, 1H), 3.68 (s, 3H), 3.67 – 3.52 (m, 1H), 3.53 – 3.20 (m, 2H), 2.14 – 1.75 (m, 4H); MS (ES+): 496.5 (M+l), 518.5 (M+Na); MS (ES-): 494.4 (M-l).

4570-41-6, 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.,4570-41-6 ,Benzo[d]oxazol-2-amine, other downstream synthetic routes, hurry up and to see

Reference：
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is Methyl benzo[d]oxazole-2-carboxylate, and cas is 27383-86-4, its synthesis route is as follows.

Benzoxazole-2-carboxylic acid hydrazide (4): To a mixture of 3 (0.01 mol) in 10 mL of absolute ethanol and hydrazine hydrate (0.04 mol) was added. Then the reaction mixture was refluxed for 8 h. After completion of the reaction (monitored by TLC), it was then diluted with ice-cold water (20 mL) and the solid obtained was purified by crystallization from ethanol to afford pure product benzoxazole-2-carboxylic acid hydrazide 4. Benzoxazole-2-carboxylic acid N’-acetyl hydrazide (5a-d): To a solution of 4 (0.01 mol) in dioxane (10 mL) corresponding benzoyl chloride (0.01 mol) was added.

27383-86-4, 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.,27383-86-4 ,Methyl benzo[d]oxazole-2-carboxylate, other downstream synthetic routes, hurry up and to see

Reference：
Article; Vodela, Sunil; Mekala, Raghu Vardhan Reddy; Danda, Ravinder Reddy; Kodhati, Venkateshwarlu; Chinese Chemical Letters; vol. 24; 7; (2013); p. 625 – 628;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem