2-Amino-5-chlorobenzoic acid → N-(3,4-dimethoxycinnamoyl)-5-chloroanthranilic acid

HRID 1156853

反応式

HRID 1156853 の反応式
[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([NH2:11])=[CH:4][CH:3]=1.[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:22]=[CH:23][C:24]=1[O:25][CH3:26])[CH:17]=[CH:18][C:19](Cl)=[O:20]>C(Cl)(Cl)Cl.C(N(CC)CC)C>[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:22]=[CH:23][C:24]=1[O:25][CH3:26])[CH:17]=[CH:18][C:19]([NH:11][C:5]1[C:6](=[CH:10][C:2]([Cl:1])=[CH:3][CH:4]=1)[C:7]([OH:9])=[O:8])=[O:20]

参加物

5

反応物 2

HCID 124762-Amino-5-chlorobenzoic acidHCID 533992063,4-Dimethoxycinnamoylchloride

生成物 1

HCID 54036349N-(3,4-dimethoxycinnamoyl)-5-chloroanthranilic acid収率 43.2%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒2 回HCID 8471Triethylamine溶媒

実験手順

In a mixture of 30 ml of chloroform and 3 ml of triethylamine is dissolved 3.4 g of 5-chloroanthranilic acid. To this solution is added a solution of 4.5 g of 3,4-dimethoxycinnamoylchloride in chloroform, and the mixture is heated under reflux for 2 hours. The reaction mixture is concentrated under a reduced pressure, and to the residue is added water and hydrochloric acid then added to make the mixture weakly acidic. The precipitated crystals are collected by filtration and recrystallized from ethanol to obtain 3.1 g of N-(3,4-dimethoxycinnamoyl)-5-chloroanthranilic acid as pale yellow needles.

後処理

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 2 hours
  3. concentrationThe reaction mixture is concentrated under a reduced pressure
  4. additionto the residue is added water and hydrochloric acid
  5. additionthen added
  6. filtrationThe precipitated crystals are collected by filtration
  7. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-c73fa068b6df462781de51a9b738a5a4
出典データセット
uspto-grants-1982_06
特許番号
US04337270

関連ノート

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