Benzenesulfonamide → 1,1-Diphenylurea

HRID 1580463

반응식

HRID 1580463 반응식
[Na].C1(S([NH2:11])(=O)=O)C=CC=CC=1.[C:12]1([N:18]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:19](Cl)=[O:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1(C)C=CC=CC=1>[C:12]1([N:18]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:19](=[O:20])[NH2:11])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

5

반응물 3

HCID 7370BenzenesulfonamideHCID 65741N,N-Diphenylcarbamic chlorideHCID 5360545Sodium

생성물 1

HCID 336031,1-Diphenylurea

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

6.5 g of sodium salt of 4-(β-<2-methoxy-5-chlorobenzamido>-ethyl)-benzenesulfonamide were refluxed for 3 hours with 3.9 g of diphenylcarbamic acid chloride in 60 ml of toluene. The crude N-[4-(β-<2-methoxy-5-chlorobenzamido>-ethyl)-benzenesulfonyl]-N',N'-diphenyl-urea obtained was suction-filtered, suspended in dioxane and, after addition of 1 g of acetic acid and 1.6 g of cyclopentyl-amine, the substance was refluxed for 11/2 hours. After acidification with dilute hydrochloric acid the precipitate was separated by suction-filtration and treated with 0.5 %-ammonia. The aqueous alkaline solution was acidified and the crystals were re-crystallized from methanol. N-[4-(β-<2-methoxy-5-chloro-benzamido>-ethyl)-benzenesulfonyl] -N'-cyclopentyl-urea was obtained having a melting point of 182° - 184°C.

출처 및 근거

ORD 기록
ord-c2b243f10a594e45a5ba002fae0bdf1c
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03932658

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