Water → 2-Isopropyl-oxazole-4-carboxylic acid-cyclopropylamide

HRID 5331

反応式

HRID 5331 の反応式
S(Cl)(Cl)=O.[CH:5]([C:8]1[O:9][CH:10]=[C:11]([C:13]([OH:15])=O)[N:12]=1)([CH3:7])[CH3:6].[CH:16]1([NH2:19])[CH2:18][CH2:17]1.O>C1(C)C=CC=CC=1.CN(C)C=O.ClCCl>[CH:16]1([NH:19][C:13]([C:11]2[N:12]=[C:8]([CH:5]([CH3:6])[CH3:7])[O:9][CH:10]=2)=[O:15])[CH2:18][CH2:17]1

参加物

8

反応物 4

HCID 962WaterHCID 24386Thionyl ChlorideHCID 69828CyclopropylamineHCID 149648782-(Propan-2-yl)-1,3-oxazole-4-carboxylic acid

生成物 1

HCID 156724292-Isopropyl-oxazole-4-carboxylic acid-cyclopropylamide収率 96%

試薬・触媒・溶媒 3

HCID 1140Toluene溶媒HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
80 °C

実験手順

At room temperature, 47.6 g (0.40 mol) of thionyl chloride was dripped into a solution of 31.0 g (0.20 mol) of 2-isopropyloxazole-4-carboxylic acid in 200 ml of toluene and 2 ml of dimethylformamide, and the mixture was stirred for one hour at 80° C. The solvents were stripped off under reduced pressure, the residue was dissolved in 300 ml of dichloromethane, and 24.0 g (0.42 mol) of cyclopropylamine in 20 ml of dichloromethane was dripped in at 0° to 10° C. The mixture was stirred for 12 hours at room temperature, 150 ml of water was added, the phases were separated, the organic phase was washed once with saturated sodium bicarbonate solution and dried over magnesium sulfate, and the solvent was removed under reduced pressure. There was obtained 37.2 g (96%) of 2-isopropyl-oxazole-4-carboxylic acid-cyclopropylamide.

後処理

  1. customAt room temperature
  2. customwas dripped in at 0° to 10° C
  3. stirringThe mixture was stirred for 12 hours at room temperature
  4. customthe phases were separated
  5. washthe organic phase was washed once with saturated sodium bicarbonate solution
  6. dry with materialdried over magnesium sulfate
  7. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-7521a5ff0c9d4c75bde504a8fa790722
出典データセット
uspto-grants-1993_09
特許番号
US05244867

関連ノート

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