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

HRID 1649312ノート

反応式

HRID 1649312 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-df6805b5ae70477cb8bc724ac3761f75
出典データセット
uspto-grants-1983_11
特許番号
US04416683

反応ノート

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