Hydrochloric Acid → 3-(Methylamino)-4-nitrobenzoic acid

HRID 412702ノート

反応式

HRID 412702 の反応式
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][C:5]=1OC)([O-:3])=[O:2].[CH3:15][NH2:16].Cl>>[CH3:15][NH:16][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:4]=1[N+:1]([O-:3])=[O:2])[C:8]([OH:10])=[O:9]

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 6329MethylamineHCID 787643-Methoxy-4-nitrobenzoic acid

生成物 1

HCID 221846233-(Methylamino)-4-nitrobenzoic acid収率 73%

反応条件

温度
100 °C

実験手順

A mixture comprising 4-nitro-3-methoxybenzoic acid (5.0 g, 25.4 mmol) and aqueous methylamine (40%, 15 mL) is a sealed tube was heated in an oil bath at 100° C. for 12 hours, allowed to cool to room temperature, and then poured into a stirring slurry of 1M aqueous hydrochloric acid and ice to give an orange precipitate. The precipitate was collected by filtration, rinsed with water and recrystallized from hot ethanol to provide 3-methylamino-4-nitrobenzoic acid as a bright red crystalline solid (3.6 g, 73% yield); 1H-NMR (300 MHz, DMSO-d6): 13.5 (s), 8.3 (q), 8.2 (d), 7.4 (s), 7.1 (d), 3.0 (d).

後処理

  1. temperatureto cool to room temperature
  2. customto give an orange precipitate
  3. filtrationThe precipitate was collected by filtration
  4. washrinsed with water
  5. customrecrystallized from hot ethanol

出典と根拠

ORDレコード
ord-d353319eaea84c35ba97bca3607701d0
出典データセット
uspto-grants-2003_05
特許番号
US06562854B2

反応ノート

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