Tag: M.W:100-200

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.

Example 35: 1-(4-(trifluoromethyl)-2-(pyrrolidin-1-yl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-7-yl)urea (scheme 1) Preparation of 1-(4-(trifluoromethyl)-2-(pyrrolidin-1-yl)benzyl)-3-(2,3-dihydro-2-oxobenzo[d]oxazol-7-yl)urea Amine 2b (795 mg, 3.3 mmol) was dissolved in 20 ml of AcOEt and at 0C triphosgene (979 mg, 3.3 mmol) was added to the solution. The mixture was warmed at 80C for 4 hours then evaporated and the residue was dissolved in 5ml of DMF. The solution of the isocyanate was added dropwise to a solution in DMF (10 ml) of compound 1c (330 mg, 2.2 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 240 mg of a white solid. Yield = 26% 1HNMR (DMSO, 200 MHz) delta 1.91 (4H, m), 3.22 (4H, m), 4.38 (2H, d, J = 5.4 Hz), 6.66 (1H, dd, J = 7.6 Hz, J’ = 1.2 Hz), 7.00 (3H, m), 7.19 (1H, d, J = 8 Hz), 7.39 (1H, d), 7.72 (1H, dd, J = 8.6 Hz, J’ = 1), 8.72 (1H, bs), 11.63 (1H, bs); [M+1] 421.3 (C20H19F3N4O3 requires 420.4).

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.; EP2377850; (2011); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid, cas is 54903-16-1 its synthesis route is as follows.

To a stirred solution of 2-oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid (0.2 g, 0.66 mmol) in DMF (1.5 mL) was added EDCI.HCl (0.191 g, 1.00 mmol), HOBt (0.091 g, 0.66 mmol) and diispropylethylamine (0.34 mL, 2.00 mmol). The solution was stirred for 10 min at 0oC. After that, tert-butyl ((2S)-1-(4-(1-aminoethyl)piperidin-1-yl)- 1-oxopropan-2-yl)carbamate (0.142 g, 0.80 mmol) was added and the reaction stirred at rt for 12 h. The progress of the reaction was monitored by TLC. After complete consumption of starting material, the reaction was quenched with water and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over anhydrous Na2SO4and concentrated under reduced pressure to obtain a crude residue which was purified by column chromatography to afford tert-butyl ((2S)-1-oxo-1-(4-(1- (2-oxo-2,3-dihydrobenzo[d]oxazole-6-carboxamido)ethyl)piperidin-1-yl)propan-2- yl)carbamate (0.104 g, 33%)

54903-16-1, 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.,54903-16-1 ,2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference：
Patent; Epizyme, Inc.; Poley, Megan Allen Clunan; Kunz, Kevin Wayne; Mills, James Edward John; Mitchell, Lona Helen; munckhof, Michael John; Harvey, Darren Martin; (303 pag.)KR2017/45749; (2017); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

19219-99-9, 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. 5-Chloro-2-methylbenzo[d]oxazole, cas is 19219-99-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Commercially available 5-chloro-2-methylbenzoxazole (1.5 g), potassium cyanide (612 mg), dipiperidinomethane (720 muL), palladium diacetate (80 mg) and 1,5-bis-(diphenylphosphino)pentane (315 mg) were dissolved in dry toluene (20 mL), degassed and stirred at 160 C. in a sealed pressure tube under argon. After 24 h the mixture was diluted with ethyl acetate. The organic layer was washed with saturated ammonium chloride and brine, dried (MgSO4), concentrated and purified by column chromatography (silica, cyclohexane/EtOAc, 9:1 to 7:3) to afford the intermediate (372 mg; 26%) as a colourless solid. 1H-NMR (CDCl3) delta=2.63 (s, 3 H), 7.48-7.58 (s, 2 H), 7.90 (s, 1 H).

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-Chloro-2-methylbenzo[d]oxazole, 19219-99-9

Reference：
Patent; Alantos Pharmaceuticals, Inc.,; US2006/173183; (2006); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

2382-96-9, 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. Benzo[d]oxazole-2-thiol, cas is 2382-96-9,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 5 Example 1 is repeated, except that 2-chlorobenzoxazole is initially introduced, a temperature range of 20-40 C. is used from the start, 830 g of 2-mercaptobenzoxazole are added and 586 g of chlorine are passed in. About 910 g of 2-chlorobenzoxazole are obtained after distillation under a water-jet vacuum at 107 C. Traces of ring-chlorinated product can be detected in the distillation residue. Yield: 90% of theory.

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 Benzo[d]oxazole-2-thiol, 2382-96-9

Reference：
Patent; Cassella Aktiengesellschaft; US4517370; (1985); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

323579-00-6, 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-Methyl-5-chloro-6-benzoxazolamine, cas is 323579-00-6,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

6-Amino-5,7-Dichloro-2-Methylbenzoxazole (4) 6-Amino-5-chloro-2-methylbenzoxazole (10 g, 54.76 mMole) was dissolved in ethyl acetate (150 mL). At room temperature and with good stirring, sulfuryl chloride (8.8 mL, 109.52 mMole) was added drop by drop over a 20-minute period. As the addition proceeds, additional ethyl acetate (350 mL) was added to keep the mixture stirring. After 1 hour the precipitate was filtered off, washed with ether and air-dried. Yield 10.5 g.

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 323579-00-6, 2-Methyl-5-chloro-6-benzoxazolamine

Reference：
Patent; Eastman Kodak Company; US2005/101784; (2005); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

1854.96 kg of 99.1% pure 4-amino-2-benzoxazolone (V) 763.2 kg of isopropanol, 9274.8 kg of ethyl acetate, 10500 kg of sulfuric acid, 869.8 kg of sodium nitrite, 12.1 kg of copper(II) sulfate were mixed and stirred. The temperature was raised until the end of the reaction; the layer was allowed to stand, and ethyl acetate was distilled off to obtain 1544.6 kg of 2-benzoxazolone (VI) having a purity of 99.3% in a yield of 92.7%.

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; Shao Yutian; (12 pag.)CN110156712; (2019); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, Benzo[d]oxazol-2-amine, cas is 4570-41-6 its synthesis route is as follows.

General procedure: A mixture of 6a/6b/6c/7a/7b/7c (1 mmol),benzoxazol-2-amine (2a)/benzothiazol-2-amine (2b)/1Hbenzimidazol-2-amine (2c)/(benzoxazol-2-yl)methanamine(3a)/(benzothiazol-2-yl) methanamine (3b)/(1H-benzimidazol-2-yl)methanamine (3c) (1.1 mmol), dry ethanol (4 ml)and a catalytic amount of methanesulfonic acid (0.2 ml) wasrefluxed for 6?7 h. The contents of the flask were cooledand diluted with water (15 ml). The separated solid wasfiltered, washed with water, dried and recrystallized from 2-propanol. N-(1,3-Benzoxazol-2-yl)-N?-[4-(1,3-benzoxazol-2-ylamino)-6-methyl-2-pyrimidinyl]sulfamide (9a)Red solid; yield (method A 65percent and method B 84percent); m.p.175?177 °C; IR (KBr) vmax 3367 (NH), 1583 (C=N), 1333(SO2), 1163 cm?1; 1H NMR (DMSO?d6, 400 MHz): delta =2.67 (s, 3H, CH3), 7.38 (s, 1H, C5?H), 7.47?7.69 (m, 8H,Ar?H), 8.45 (bs, 1H, NH?C2?), 8.63 (bs, 1H, NH?C2?), 8.70(bs, 1H, C2?NH); 13C NMR (DMSO?d6, 100MHz): delta =27.1 (CH3), 97.6 (C?5), 154.6 (C?2?), 161.3 (C?2?), 168.4(C?6), 171.3 (C?2), 172.3 (C?4), 113.3, 113.7, 122.6,122.9, 126.5, 126.8, 127.4, 127.9, 143.9, 144.4, 153.3, 153.8 (aromatic carbons); MS (m/z): 437.45 [M+]. Anal.Calcd. for C19H15N7O4S: C, 52.17; H, 3.46; N, 22.41.Found: C, 52.29; H, 3.50; N, 22.58.

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：
Article; Seenaiah, Dandu; Rekha, Tamatam; Padmaja, Adivireddy; Padmavathi, Venkatapuram; Medicinal Chemistry Research; vol. 26; 2; (2017); p. 431 – 441;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

59-49-4, 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. 2-Benzoxazolinone, cas is 59-49-4,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

Preparation of 6-Bromo-3H-benzoxazol-2-one. To a stirred suspension of 3H-benzoxazol-2-one (1.35 g, 10 mmol) in acetonitrile (23 ML) at -15 C. was added portionwise NBS (2.00 g, 11.0 mmol).Following complete addition of NBS the mixture was stirred at -15 to 0 C. for 3 h then allowed to warm to ambient temperature and stirred overnight.The solvent was evaporated in vacuo and the residue was partitioned between CH2Cl2/H2O precipitating the intermediate title compound, 6-bromo-3H-benzoxazol-2-one, (0.67 g, 31%) as a brown solid. 1HNMR(CDCl3) delta 7.0 (1H, d), 7.15 (1H.,d), 7.3 (1H, s), 11.9 (1H, s).

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-Benzoxazolinone, 59-49-4

Reference：
Patent; Bender, David Michael; Forman, Scott Louis; Jones, Winton Dennis; Smith, Daryl Lynn; Zarrinmayeh, Hamideh; Zimmerman, Dennis Michael; US2003/225127; (2003); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belongs to benzoxazole compound, name is 4-Aminobenzo[d]oxazol-2(3H)-one, and cas is 81900-93-8, its synthesis route is as follows.

Amine 2d (362 mg, 3.8 mmol) (Scheme 7) was dissolved in 20 ml of AcOEt and at 0C triphosgene (1.12 g, l equiv.) 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 (384 mg, 2.56 mmol) and the mixture was warmed at 80C for 8 hours. (TLC AcOEt). 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 200 mg of a pale rose solid. Yield = 18% ‘HNMR (DMSO, 400 MHz) delta 2.91 (4H, m), 3.76 (4H, m), 4.46 (2H, d, J = 5.6 Hz), 6.97 (3H, m), 7.05 (1H, m), 7.36 (1H, s), 7.46 (1H, d), 7.54 (1H, d), 8.53 (1H, s), 1 1.00 (1H, bs); [M+1] 437.1 (C2oH19F3N4O4 requires 436.4).

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

27383-86-4, 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. Methyl benzo[d]oxazole-2-carboxylate, cas is 27383-86-4,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.

A stirred solution of 2-aminophenol (300 mg, 2.75 [MMOL), METHYL] 2,2, 2- trimethoxyacetate (902 mg, 5.50 [MMOL),] and ytterbium [TRIFLATE] (170 mg, 0.28 [MMOL)] in [TOLUENE] (10 mL) was heated to reflux. After 5 h, the mixture was cooled, and the precipitate was collected and dried. The crude solid was suspended in toluene (5 mL), and [N-METHYLPIPERAZINE] (1.5 mL, 13.7 [MMOL)] was added followed by 2-hydroxypyridine (26 mg, 0.28 [MMOL).] The mixture was heated to 125 [°C] in a sealed tube for 4 h. The resulting yellow solution was concentrated under reduced pressure, and the residue was purified on silica gel (12 g; 2percent methanol/dichloromethane), yielding 320 mg (48percent) of the title compound. MS [(ESI)] : mass calculated for [C13H15N302,] 245.12 ; m/z found, 246.1 [[M+H] +. 1H] NMR (400 MHz, [CDC13)] : 7.83-7. 79 (m, 1 H), 7.66-7. 65 [(M,] 2H), 7.47-7. 41 (m, 2H), 4.19 (t, [J = 5.] 1 Hz, 4H), 3.88 (t, [J = 5.] 1 Hz, 4H), 2.55- 2.52 [(M,] 4H), 2.35 (s, 3H). [13C] NMR (400 MHz, [CDCI3)] : 156.1, 154.6, 149. 9, 140.1, 127.1, 125.3, 121. [3,] 111.5, 55.3, 54.6, 46.9, 45.9, 42.8.

The chemical industry reduces the impact on the environment during synthesis,27383-86-4,Methyl benzo[d]oxazole-2-carboxylate,I believe this compound will play a more active role in future production and life.

Reference：
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2004/22060; (2004); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem