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

HRID 1904797ノート

反応式

HRID 1904797 の反応式
[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]

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-dde90decdc3649e6ade0b9a2e1d3ef3e
出典データセット
uspto-grants-1989_06
特許番号
US04839379

反応ノート

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