Triethylamine → 2-(2-Chloro-2-fluoroethylthio)-phenylsulfonamide

HRID 373448

反応式

HRID 373448 の反応式
C(N(CC)CC)C.[SH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[S:15]([NH2:18])(=[O:17])=[O:16].[Cl:19][CH:20]([F:23])[CH2:21]Cl>CO>[Cl:19][CH:20]([F:23])[CH2:21][S:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[S:15]([NH2:18])(=[O:17])=[O:16]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 790041,2-Dichloro-1-fluoroethaneHCID 110415322-Sulfanylbenzene-1-sulfonamide

生成物 1

HCID 190867512-(2-Chloro-2-fluoroethylthio)-phenylsulfonamide

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 217.8 g of the triethylamine salt of 2-mercaptophenylsulfonamide obtained in accordance with Example P6 and 101 g of 1,2-dichloro-1-fluoroethane in 950 ml of methanol is stirred in an autoclave for 24 hours at a temperature of from +65° C. to +70° C. and for a further 24 hours at from +95° C. to +100° C. The reaction mixture is then concentrated by evaporation and the residue is stirred with water. By extracting with ethyl acetate, washing with water, drying over sodium sulfate, concentrating by evaporation and purifying the residue by chromatography with methylene chloride, 99.5 g (49.2% of the theoretical yield) of 2-(2-chloro-2-fluoroethylthio)-phenylsulfonamide having a melting point of from +88° C. to +89° C. are obtained.

後処理

  1. concentrationThe reaction mixture is then concentrated by evaporation
  2. stirringthe residue is stirred with water
  3. extractionBy extracting with ethyl acetate
  4. washwashing with water
  5. dry with materialdrying over sodium sulfate
  6. concentrationconcentrating by evaporation
  7. custompurifying the residue by chromatography with methylene chloride, 99.5 g (49.2% of the

出典と根拠

ORDレコード
ord-67ad857fc8ef44dab95c79a133459e47
出典データセット
uspto-grants-1992_11
特許番号
US05163996

関連ノート

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