Azanium;hydrate → 4-Methoxyphenylbenzo[d]oxazole-4-carboxamide

HRID 415238Notes

Reaction equation

HRID 415238 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[C:12](=[C:14]([C:18]([O-:20])=O)[CH:15]=[CH:16][CH:17]=3)[N:13]=2)=[CH:5][CH:4]=1.O.[NH4+:22]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[C:12](=[C:14]([C:18]([NH2:22])=[O:20])[CH:15]=[CH:16][CH:17]=3)[N:13]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 22024077Azanium;hydrateHCID 866330884-Methoxyphenylbenzo[d]oxazole-4-carboxylate

Product 1

HCID 183546064-Methoxyphenylbenzo[d]oxazole-4-carboxamideYield 45%

Procedure

Methyl 2-(4-methoxyphenylbenzo[d]oxazole-4-carboxylate (68 mg, 0.24 mmol) in ammonium water (10 mL) was stirred at 30° C. overnight, then filtered, and the cake was washed with water, dried in vacuum to obtain 2-(4-methoxyphenylbenzo[d]oxazole-4-carboxamide (29 mg, yield 45%). 1H-NMR (400 MHz, DMSO-d6) δ 3.88 (s, 3H), 7.17-7.19 (d, J=8 Hz, 1H), 7.49 (dd, 1H), 7.94-7.97 (m, 3H), 8.25-8.26 (d, J=8 Hz, 2H), 8.49 (brs, 1H); LC-MS (ESI) m/z 269 [M+1]−.

Workup

  1. filtrationfiltered
  2. washthe cake was washed with water
  3. customdried in vacuum

Sources & evidence

ORD record
ord-f554a282c13c4856b939dd679c9e820c
Source dataset
uspto-grants-2012_01
Patent number
US08088760B2

Reaction notes

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