Formaldehyde → 4-oxo-4H-3,1-benzoxazine-8-carboxylic acid

HRID 1842856노트

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HRID 1842856 반응식
[NH2:1][C:2]1[C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:14]=O>>[O:5]=[C:4]1[C:3]2[CH:7]=[CH:8][CH:9]=[C:10]([C:11]([OH:13])=[O:12])[C:2]=2[N:1]=[CH:14][O:6]1

참가 물질

3

반응물 2

HCID 712FormaldehydeHCID 2929162-Aminoisophthalic acid

생성물 1

HCID 676086644-oxo-4H-3,1-benzoxazine-8-carboxylic acid수율 89%

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온도
140 °C

실험 절차

2-Aminoisophthalic acid moiety (50.0 g; 276.0 mmol) and formaldehyde (250.0 ml; 5.00 V) were combined and heated to 140° C. for 4 h. The reaction mixture was cooled to room temperature and distilled under high vacuum on the rotary evaporator. The remaining formaldehyde was removed by azeotropic distillation with toluene. The residue was slurried with ethyl ether, filtered, and the solid was dried under vacuum to provide the desired intermediate (50.3 g, 89% yield).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. distillationdistilled under high vacuum on the rotary evaporator
  3. customThe remaining formaldehyde was removed by azeotropic distillation with toluene
  4. filtrationfiltered
  5. customthe solid was dried under vacuum

출처 및 근거

ORD 기록
ord-aa8514ff7c944df383ff18272029e126
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946247B2

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