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

HRID 5331

반응식

HRID 5331 반응식
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

참가 물질

8

반응물 4

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

생성물 1

HCID 156724292-Isopropyl-oxazole-4-carboxylic acid-cyclopropylamide수율 96%

시약·촉매·용매 3

HCID 1140Toluene용매HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매2회

반응 조건

온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7521a5ff0c9d4c75bde504a8fa790722
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05244867

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