Methanol → Methyl 4-amino-3-nitrobenzoate

HRID 58182

反応式

HRID 58182 の反応式
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]

参加物

4

反応物 3

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

生成物 1

HCID 3941008Methyl 4-amino-3-nitrobenzoate収率 100%

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-79ed0dcb95ec418b81cc09537c4377b9
出典データセット
uspto-grants-2016_09
特許番号
US09434697B2

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