Methanol → Methyl 4-amino-3-nitrobenzoate

HRID 58182

반응식

HRID 58182 반응식
S(Cl)(Cl)=O.[NH2:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=[O:11])=[CH:8][C:7]=1[N+:15]([O-:17])=[O:16].[CH3:18]O>>[NH2:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([O:12][CH3:18])=[O:11])=[CH:8][C:7]=1[N+:15]([O-:17])=[O:16]

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 74115Benzoic acid, 4-amino-3-nitro-

생성물 1

HCID 3941008Methyl 4-amino-3-nitrobenzoate수율 100%

실험 절차

Thionyl chloride (19.4 g, 164.85 mmol) was added to a solution of 4-amino-3-nitrobenzoic acid (20 g, 109.89 mmol) in methanol (200 mL) at 0° C. The resulting mixture was then refluxed for 12 h. The reaction mixture was allowed to cool to room temperature. The yellow solid precipitated was filtered and dried to afford the title compound (22 g, yield: 100%) as a solid. 1H-NMR (CDCl3, 300 MHz): δ 8.85 (d, 1H), 7.99 (dd, 1H), 6.83 (d, 1H), 6.40 (s, 2H), 3.90 (s, 3H).

후처리

  1. temperatureThe resulting mixture was then refluxed for 12 h
  2. customThe yellow solid precipitated
  3. filtrationwas filtered
  4. customdried

출처 및 근거

ORD 기록
ord-79ed0dcb95ec418b81cc09537c4377b9
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434697B2

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