Dicyclohexylcarbodiimide → N-[(4,6-dimethoxypyrimidin-2-yl)carbonyl]-2-methoxycarbonylbenzenesulfonamide

HRID 344582

반응식

HRID 344582 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([NH2:14])(=[O:13])=[O:12])=[O:4].C1(N=C=NC2CCCCC2)CCCCC1.[CH3:30][O:31][C:32]1[CH:37]=[C:36]([O:38][CH3:39])[N:35]=[C:34]([C:40](O)=[O:41])[N:33]=1>CN(C)C1C=CN=CC=1.ClCCl>[CH3:30][O:31][C:32]1[CH:37]=[C:36]([O:38][CH3:39])[N:35]=[C:34]([C:40]([NH:14][S:11]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:3]([O:2][CH3:1])=[O:4])(=[O:13])=[O:12])=[O:41])[N:33]=1

참가 물질

6

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 42546Benzoic acid, 2-(aminosulfonyl)-, methyl esterHCID 44224834,6-Dimethoxypyrimidine-2-carboxylic acid

생성물 1

HCID 14580647N-[(4,6-dimethoxypyrimidin-2-yl)carbonyl]-2-methoxycarbonylbenzenesulfonamide

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

2.2 g of 2-methoxycarbonylbenzenesulfonamide are added in portions at 0° C. to 2° C. to a mixture of 2.3 g of dicyclohexylcarbodiimide, 120 mg of 4-dimethylaminopyridine and 2.2 g of 4,6-dimethoxypyrimidine-2-carboxylic acid in 80 ml of absolute dichloromethane. The mixture is stirred for 0.5 hour at 0° C. and 2 hours at room temperature, and allowed to stand overnight. The urea which has precipitated is filtered off, the filtrate is concentrated in vacuo, and the residue is stirred for 0.5 hour with 100 ml of 2 N sodium carbonate solution. The aqueous phase is extracted using ether, and a pH of 2-3 is established using concentrated hydrochloric acid. The product which has precipitated is filtered off with suction and dried in vacuo. This gives 1.3 g of N-(4,6-dimethoxypyrimidin-2-yl)carbonyl]-2-methoxycarbonylbenzenesulfonamide of melting point 163°-165° C. (from ethyl acetate).

후처리

  1. waitto stand overnight
  2. customThe urea which has precipitated
  3. filtrationis filtered off
  4. concentrationthe filtrate is concentrated in vacuo
  5. stirringthe residue is stirred for 0.5 hour with 100 ml of 2 N sodium carbonate solution
  6. extractionThe aqueous phase is extracted
  7. customThe product which has precipitated
  8. filtrationis filtered off with suction
  9. customdried in vacuo

출처 및 근거

ORD 기록
ord-0015cf6429ba4281ae343ec9520b699d
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05053072

연결된 노트

불러오는 중…