Dimethyl Sulfate → HCID 13322356、化合物

HRID 1982280ノート

反応式

HRID 1982280 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 13322356HCID 13322356、化合物収率 96.2%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1c369b3d02594e71adb41949ae25eb86
出典データセット
uspto-grants-1986_06
特許番号
US04595780

反応ノート

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