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

HRID 1156852ノート

反応式

HRID 1156852 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:20]=[C:21]([O:25][CH3:26])[C:22]=1[O:23][CH3:24])[C:17](Cl)=[O:18]>N1C=CC=CC=1.O1CCCC1>[CH3:26][O:25][C:21]1[CH:20]=[C:16]([CH:15]=[C:14]([O:13][CH3:12])[C:22]=1[O:23][CH3:24])[C:17]([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:18]

参加物

5

反応物 2

HCID 124762-Amino-5-chlorobenzoic acidHCID 78282Benzoyl chloride, 3,4,5-trimethoxy-

生成物 1

HCID 12852880N-(3,4,5-trimethoxybenzoyl)-5-chloroanthranilic acid収率 38.6%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1.7 g of 5-chloroanthranilic acid in 40 ml of pyridine is added a solution of 2.6 g of 3,4,5-trimethoxybenzoylchloride in tetrahydrofuran under cooling, and the mixture is stirred at room temperature for 2 hours and then heated to 80° C. for 30 minutes. The reaction mixture is concentrated under a reduced pressure and to the residue is added water. The precipitated crystals are recrystallized from acetone to obtain 1.4 g of N-(3,4,5-trimethoxybenzoyl)-5-chloroanthranilic acid as colorless needles.

後処理

  1. temperatureunder cooling
  2. temperatureheated to 80° C. for 30 minutes
  3. concentrationThe reaction mixture is concentrated under a reduced pressure and to the residue
  4. additionis added water
  5. customThe precipitated crystals are recrystallized from acetone

出典と根拠

ORDレコード
ord-509a9a36b5a441688650374d351861fa
出典データセット
uspto-grants-1982_06
特許番号
US04337270

反応ノート

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