Benzenesulfonamide → 4-Iodo-N-(phenylsulfonyl)benzamide

HRID 55301

反応式

HRID 55301 の反応式
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][CH:3]=1.[C:11]1([S:17]([NH2:20])(=[O:19])=[O:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.CN(C)CCCN=C=NCC>CN(C)C1C=CN=CC=1.ClCCl>[C:11]1([S:17]([NH:20][C:6](=[O:8])[C:5]2[CH:4]=[CH:3][C:2]([I:1])=[CH:10][CH:9]=2)(=[O:19])=[O:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

6

反応物 3

HCID 7370BenzenesulfonamideHCID 120854-Iodobenzoic acidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide

生成物 1

HCID 44868314-Iodo-N-(phenylsulfonyl)benzamide収率 40.4%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

実験手順

5 g of 4-iodobenzoic acid is added to a solution of 3.3 g of benzenesulfonamide, 2.68 g of 4-dimethylaminopyridine and 4.04 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide in 100 ml of dichloromethane, and the suspension is stirred for 18 hours at room temperature. The reaction mixture is diluted with 400 ml of dichloromethane, washed in succession with 400 ml portions of 10% hydrochloric acid, water and saturated common salt solution, the organic phase is dried on sodium sulfate and concentrated by evaporation. The residue is suspended in diethyl ether/ethyl acetate=1/1, and the crystallizate is suctioned off. 3.15 g of N-benzenesulfonyl-4-iodobenzoic acid amide of melting point 192°-193° C. is obtained.

後処理

  1. washwashed in succession with 400 ml portions of 10% hydrochloric acid, water and saturated common salt solution
  2. customthe organic phase is dried on sodium sulfate
  3. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-b52ab99c986e4c808f849a844c91cd95
出典データセット
uspto-grants-1997_04
特許番号
US05624943

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