Water → Tilnoprofen Arbamel

HRID 1382756ノート

反応式

HRID 1382756 の反応式
[CH3:1][CH:2]([C:6]1[CH:7]=[CH:8][C:9]2[O:19][C:13]3=[N:14][C:15]([CH3:18])=[CH:16][CH:17]=[C:12]3[CH2:11][C:10]=2[CH:20]=1)[C:3]([OH:5])=[O:4].C(=O)([O-])[O-].[K+].[K+].[CH3:27][N:28]([CH3:33])[C:29](=[O:32])[CH2:30]Cl.O>CN(C)C=O>[CH3:1][CH:2]([C:6]1[CH:7]=[CH:8][C:9]2[O:19][C:13]3=[N:14][C:15]([CH3:18])=[CH:16][CH:17]=[C:12]3[CH2:11][C:10]=2[CH:20]=1)[C:3]([O:5][CH2:30][C:29](=[O:32])[N:28]([CH3:33])[CH3:27])=[O:4]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 758862-chloro-N,N-dimethylacetamideHCID 3080818Tilnoprofenic acid

生成物 1

HCID 164072Tilnoprofen Arbamel収率 90.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
75 °C

実験手順

Under a nitrogen atmosphere, 5.4 g of α,2-dimethyl-5H-[1]-benzopyrano [2,3-b]pyridine-7-acetic acid is dissolved in 22 ml of dimethylformamide, whereafter 1.9 g of potassium carbonate and 2.7 g of N,N-dimethyl-2-chloroacetamide are added, and the mixture is stirred at 75° C. for 2 hours. Under cooling with ice, 50 ml of water is added to the resulting reaction mixture. The precipitated crystals are collected by filtration and washed with water, and then recrystallized from isopropyl alcohol to obtain 6.4 g of N,N-dimethylcarbamoylmethyl α,2-dimethyl-5H-[1]benzopyrano[2,3-b]-pyridine-7acetate as white crystals having a melting point of 150° to 151° C.

後処理

  1. additionare added
  2. additionis added to the resulting reaction mixture
  3. filtrationThe precipitated crystals are collected by filtration
  4. washwashed with water
  5. customrecrystallized from isopropyl alcohol

出典と根拠

ORDレコード
ord-bfbfe8095ec74ec293339134743d34ef
出典データセット
uspto-grants-1989_02
特許番号
US04808593

反応ノート

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