Water → Tilnoprofen Arbamel

HRID 1382756노트

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HRID 1382756 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 164072Tilnoprofen Arbamel수율 90.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
75 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bfbfe8095ec74ec293339134743d34ef
출처 데이터셋
uspto-grants-1989_02
특허 번호
US04808593

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