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

HRID 55301

반응식

HRID 55301 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 44868314-Iodo-N-(phenylsulfonyl)benzamide수율 40.4%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b52ab99c986e4c808f849a844c91cd95
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05624943

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