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Maleic Anhydride → HCID 21875228, 화합물

HRID 966921
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HRID 966921 반응식
[NH2:1][C:2]1[C:7]2[N:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[O:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[C:15]1(=O)[O:20][C:18](=[O:19])[CH:17]=[CH:16]1>C(O)(=O)C>[F:12][C:11]([F:14])([F:13])[C:9]1[O:10][C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([N:1]3[C:18](=[O:19])[CH:17]=[CH:16][C:15]3=[O:20])[C:7]=2[N:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7923Maleic AnhydrideHCID 218752592-(Trifluoromethyl)-4-benzoxazolamine

생성물 1

HCID 21875228HCID 21875228, 화합물수율 57.2%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Compound 476B (0.500 g, 2.48 mmol) was dissolved in acetic acid (10 mL) and maleic anhydride (0.267 g, 2.72 mmol) was added. The mixture was heated at reflux for 3 h, cooled and the solvent removed in vacuo to give a tan solid. The crude product was purified by flash chromatography on silica gel eluting with 2% MeOH/CH2Cl2 to give compound 476C (0.40 g, 57%) as an off-white solid. HPLC: 89.7% at 2.38 min (retention time) (YMC S5 ODS column, 4.6×50 mm, eluting with 10-90% aqueous methanol over 4 min containing 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm). MS (ES): m/z 283.21 [M+H]+.

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 3 h
  3. temperaturecooled
  4. customthe solvent removed in vacuo
  5. customto give a tan solid
  6. customThe crude product was purified by flash chromatography on silica gel eluting with 2% MeOH/CH2Cl2

출처 및 근거

ORD 기록
ord-32fa0d409d93479783a975d94fee087b
출처 데이터셋
uspto-grants-2005_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06953679B2

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