Dimethyl Sulfate → HCID 13322356, 화합물

HRID 1982280노트

반응식

HRID 1982280 반응식
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([NH:6][C:7](=[O:21])[C:8]2[CH:13]=[CH:12][C:11]([NH:14][S:15]([N:18]([CH3:20])[CH3:19])(=[O:17])=[O:16])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[C:24](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O>CC(C)=O>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([NH:6][C:7](=[O:21])[C:8]2[CH:9]=[CH:10][C:11]([N:14]([CH3:24])[S:15]([N:18]([CH3:20])[CH3:19])(=[O:16])=[O:17])=[CH:12][CH:13]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 13322327N-(4-Chlorophenyl)-4-[(dimethylsulfamoyl)amino]benzamide

생성물 1

HCID 13322356HCID 13322356, 화합물수율 96.2%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 300 mg of 4'-chloro-4-[(dimethylaminosulfonyl)amino]benzanilide 7, 140 mg of potassium carbonate, 130 mg of dimethyl sulfate 8, and 10 ml of dried acetone is refluxed for 30 minutes. Acetone is distilled off from the reaction mixture, the residue is basified with 10% sodium hydroxide solution and extracted with methylene chloride. The organic layer is washed with water, dried over anhydrous sodium sulfate, and concentrated. The residue is crystallized from ethyl acetate-isopropyl ether to give 300 mg of 4'-chloro-4-[methyl(dimethylaminosulfonyl)amino]benzanilide 9 as crystals, m.p. 155°-156° C.

후처리

  1. temperatureis refluxed for 30 minutes
  2. distillationAcetone is distilled off from the reaction mixture
  3. extractionextracted with methylene chloride
  4. washThe organic layer is washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated
  7. customThe residue is crystallized from ethyl acetate-isopropyl ether

출처 및 근거

ORD 기록
ord-1c369b3d02594e71adb41949ae25eb86
출처 데이터셋
uspto-grants-1986_06
특허 번호
US04595780

반응 노트

불러오는 중…