Metoclopramide → HCID 13140663、化合物

HRID 614807

反応式

HRID 614807 の反応式
[CH3:1][CH2:2][N:3]([CH2:6][CH2:7][NH:8][C:9]([C:11]1[CH:12]=[C:13]([Cl:20])[C:14]([NH2:19])=[CH:15][C:16]=1[O:17][CH3:18])=[O:10])[CH2:4][CH3:5].C(N(CC)CC)C.[Cl:28][C:29]1[CH:41]=[CH:40][C:32]([O:33][C:34]([CH3:39])([CH3:38])[C:35](Cl)=[O:36])=[CH:31][CH:30]=1.[OH-].[Na+]>O.C(Cl)(Cl)Cl>[Cl:28][C:29]1[CH:41]=[CH:40][C:32]([O:33][C:34]([CH3:38])([CH3:39])[C:35]([NH:19][C:14]2[C:13]([Cl:20])=[CH:12][C:11]([C:9]([NH:8][CH2:7][CH2:6][N:3]([CH2:2][CH3:1])[CH2:4][CH3:5])=[O:10])=[C:16]([O:17][CH3:18])[CH:15]=2)=[O:36])=[CH:31][CH:30]=1

参加物

7

反応物 4

HCID 4168MetoclopramideHCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 27813122-(4-Chlorophenoxy)-2-methylpropanoyl chloride

生成物 1

HCID 13140663HCID 13140663、化合物収率 73.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6212Chloroform溶媒

実験手順

Metoclopramide (59.8 g.; 0.2 mole) and triethylamine (30.0 g; 0.3 mole) are dissolved in 400 ml. of chloroform. To this mixture there is added dropwise 2-(4-chlorphenoxy)-2-methylpropionic acid chloride (72.0 g.; 0.3 mole). The mixture is heated under reflux for two hours and is subsequently mixed with 100 ml. of 20% caustic soda solution and with water. After evaporation, the distillation residue is recrystallized from methanol whereby 73.2 g. (73.7% of theory) of 4-[2-(4-chlorphenoxy)isobutyroylamino]-5-chloro-2-methoxy-N-[2-(diethylamino)-ethyl]benzamide having a melting point of 120°-121° C. is obtained.

後処理

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for two hours
  3. additionis subsequently mixed with 100 ml
  4. customAfter evaporation
  5. customthe distillation residue is recrystallized from methanol whereby 73.2 g

出典と根拠

ORDレコード
ord-13329d2adcd34b1faab2c6dff917845c
出典データセット
uspto-grants-1979_03
特許番号
US04146637

関連ノート

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