Hydrochloric Acid → 1-(4-Methanesulfonylaminophenyl)-3-azabicyclo[3.1.0]hexane-2,4dione

HRID 1904797노트

반응식

HRID 1904797 반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]23[CH2:18][CH:17]2[C:16](=[O:19])[NH:15][C:14]3=[O:20])=[CH:9][CH:8]=1.CN(C1C=CC=CN=1)C.Cl>C(Cl)Cl.O.N1C=CC=CC=1>[CH3:1][S:2]([NH:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]23[CH2:18][CH:17]2[C:16](=[O:19])[NH:15][C:14]3=[O:20])=[CH:11][CH:12]=1)(=[O:4])=[O:3]

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 218852-DimethylaminopyridineHCID 31297Methanesulfonyl chlorideHCID 140689341-(4-Aminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione

생성물 1

HCID 200380481-(4-Methanesulfonylaminophenyl)-3-azabicyclo[3.1.0]hexane-2,4dione

시약·촉매·용매 3

HCID 962Water용매HCID 1049Pyridine용매HCID 6344Dichloromethane용매

실험 절차

A solution of 1.2 ml of methanesulfonyl chloride in 10 ml of methylene chloride is stirred dropwise at room temperature into a mixture of 3 g of 1-(4-aminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione, 90 mg of dimethylaminopyridine and 37 ml of pyridine. After it has been stirred for 16 hours, the reaction mixture is freed from solvent in vacuo. The residue is dissolved in 100 ml of water and the solution is adjusted to pH 1 with hydrochloric acid. After further stirring, the crystals are isolated by filtration and recrystallised from methanol. The title compound is obtained in the form of whitish orange crystals with a melting point of 208°-209° C. and with Rf=0.32 on thin-layer silica gel plates in the system methylene chloride/methanol (10:1).

후처리

  1. stirringAfter further stirring
  2. customthe crystals are isolated by filtration
  3. customrecrystallised from methanol

출처 및 근거

ORD 기록
ord-dde90decdc3649e6ade0b9a2e1d3ef3e
출처 데이터셋
uspto-grants-1989_06
특허 번호
US04839379

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