P-Toluenesulfonylhydrazide → Methyl 2-chloro-3-(tosylhydrazono)butanoate

HRID 1721816노트

반응식

HRID 1721816 반응식
[Cl:1][CH:2]([C:7]([CH3:9])=O)[C:3]([O:5][CH3:6])=[O:4].[S:10]([NH:20][NH2:21])([C:13]1[CH:19]=[CH:18][C:16]([CH3:17])=[CH:15][CH:14]=1)(=[O:12])=[O:11]>C1COCC1.CCOCC>[Cl:1][CH:2]([C:7](=[N:21][NH:20][S:10]([C:13]1[CH:19]=[CH:18][C:16]([CH3:17])=[CH:15][CH:14]=1)(=[O:11])=[O:12])[CH3:9])[C:3]([O:5][CH3:6])=[O:4]

참가 물질

5

반응물 2

HCID 15303P-ToluenesulfonylhydrazideHCID 107332Methyl 2-chloroacetoacetate

생성물 1

HCID 73675184Methyl 2-chloro-3-(tosylhydrazono)butanoate

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 25 ml of methyl 2-chloroacetoacetate in 25 ml of THF was added dropwise over 30 minutes to a solution of 37.5 g of tosyl hydrazine in 150 ml of THF. The mixture was allowed to stand overnight, then heated at reflux for 2 hours, cooled to room temperature and stripped of solvent. The residue was then dissolved in 200 ml of ether. Crystallization occurred at room temperature. The collected solids were dried to give methyl 2-chloro-3-(tosylhydrazono)butanoate (7B), as a light yellow solid, m.p.: 97°-101° C.

후처리

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. customCrystallization
  4. customoccurred at room temperature
  5. customThe collected solids were dried

출처 및 근거

ORD 기록
ord-fb73aa82c4234072abe40d9f77f5c2c3
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04853027

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