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Formic Acid → 1,3-Benzoxazole-4-carboxylic acid

HRID 382350
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HRID 382350 반응식
[NH2:1][C:2]1[C:10](N)=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH:12](O)=[O:13]>Cl>[O:13]1[C:10]2=[CH:9][CH:8]=[CH:7][C:3]([C:4]([OH:6])=[O:5])=[C:2]2[N:1]=[CH:12]1
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참가 물질

4

반응물 2

HCID 284Formic AcidHCID 1980692,3-Diaminobenzoic acid

생성물 1

HCID 183546021,3-Benzoxazole-4-carboxylic acid수율 77%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

A mixture of 2,3-diaminobenzoic acid (0.5 g, 3.29 mmol) and formic acid (405 μl, 9.87 mmol) in hydrochloric acid (4M, 10 ml) was heated under reflux for one hour. The precipitate which formed on cooling was collected, redissolved in boiling methanol, and decolorised with activated charcoal. Evaporation of the solvent gave benzoxazole-4-carboxylic acid as a white powder (407.9 mg, 77%) Found: C, 46.11; H, 3.63; N, 13.27. C8H6N2O2.HCl.0.5 H2O requires C, 46.28; H, 3.88; N, 13.49%; δH (d6-DMSO, 200 MHz) 7.7-7.8; (1H, t, Ar-5H), 8.2-8.3 (2H, dd, Ar-4/6H), 9.65 (1H, s, imidazole-2H).

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for one hour
  3. customThe precipitate which formed
  4. temperatureon cooling
  5. customwas collected
  6. dissolutionredissolved
  7. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-3eee5a06d86045f5a2db757251c83abd
출처 데이터셋
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06310082B1

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