2,6-Dimethoxybenzoyl chloride → N-[5-(1-Ethylcyclohexyl)-1,2-oxazol-3-yl]-2,6-dimethoxybenzamide

HRID 980101노트

반응식

HRID 980101 반응식
[NH2:1][C:2]1[CH:6]=[C:5]([C:7]2([CH2:13][CH3:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[O:4][N:3]=1.[CH3:15][O:16][C:17]1[CH:25]=[CH:24][CH:23]=[C:22]([O:26][CH3:27])[C:18]=1[C:19](Cl)=[O:20]>C1(C)C=CC=CC=1.ClCCl>[CH2:13]([C:7]1([C:5]2[O:4][N:3]=[C:2]([NH:1][C:19](=[O:20])[C:18]3[C:22]([O:26][CH3:27])=[CH:23][CH:24]=[CH:25][C:17]=3[O:16][CH3:15])[CH:6]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)[CH3:14]

참가 물질

5

반응물 2

HCID 748102,6-Dimethoxybenzoyl chlorideHCID 132342625-(1-Ethylcyclohexyl)-1,2-oxazol-3-amine

생성물 1

HCID 13234271N-[5-(1-Ethylcyclohexyl)-1,2-oxazol-3-yl]-2,6-dimethoxybenzamide수율 60.2%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 6344Dichloromethane용매

실험 절차

A solution of 14 g of 3-amino-5-(1-ethylcyclohexyl)isoxazole and 14.4 g of 2,6-dimethoxybenzoyl chloride in 100 ml of toluene was heated to reflux and stirred for eighteen hours. The reaction mixture then was cooled to room temperature and the solvent was removed by evaporation under reduced pressure to provide a solid. The solid was dissolved in 200 ml of dichloromethane, washed with dilute sodium hydroxide and with brine, dried, and the solvent was removed by evaporation. The product was crystallized from dichloromethane and diethyl ether to provide 15.5 g of N-[5-(1-ethylcyclohexyl)-3-isoxazolyl]-2,6-dimethoxybenzamide. M.P. 179°-181° C. Yield 60%.

후처리

  1. temperatureto reflux
  2. customthe solvent was removed by evaporation under reduced pressure
  3. customto provide a solid
  4. washwashed with dilute sodium hydroxide and with brine
  5. customdried
  6. customthe solvent was removed by evaporation
  7. customThe product was crystallized from dichloromethane and diethyl ether

출처 및 근거

ORD 기록
ord-ddb667917b4b466d9a7b635ae9e6c009
출처 데이터셋
uspto-grants-1987_01
특허 번호
US04636243

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