Dicyclohexylcarbodiimide → 2,6-Dichlorophenyl N-[(4,6-dimethoxypyridin-2-yl)carbonyl]sulfamate

HRID 2081915

반응식

HRID 2081915 반응식
[S:1](=[O:13])(=[O:12])([O:3][C:4]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:5]=1[Cl:11])[NH2:2].[CH:14]1(N=C=NC2CCCCC2)CCCCC1.[CH3:29][O:30][C:31]1[CH:36]=[C:35]([O:37][CH3:38])N=[C:33]([C:39]([OH:41])=O)[N:32]=1>CN(C)C1C=CN=CC=1.ClCCl>[CH3:38][O:37][C:35]1[CH:36]=[C:31]([O:30][CH3:29])[N:32]=[C:33]([C:39]([NH:2][S:1](=[O:13])(=[O:12])[O:3][C:4]2[C:5]([Cl:11])=[CH:6][CH:7]=[CH:8][C:9]=2[Cl:10])=[O:41])[CH:14]=1

참가 물질

6

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 44224834,6-Dimethoxypyrimidine-2-carboxylic acidHCID 190184672,6-Dichlorophenyl sulfamate

생성물 1

HCID 197788912,6-Dichlorophenyl N-[(4,6-dimethoxypyridin-2-yl)carbonyl]sulfamate

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

2.4 g of 2,6-dichlorophenyl sulfamate 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, and stirring is continued for 0.5 hour at 0° C. and 3 hours at room temperature. The mixture is filtered off with suction, the organic phase is washed with 100 ml of 1N hydrochloric acid and then with water and dried over sodium sulfate. The solvent is distilled off, and the residue is recrystallized from diisopropyl ether. This gives 3.2 g of 2,6-dichlorophenyl N-[(4,6-dimethoxypyrimidin-2-yl)carbonyl]sulfamate of melting point 136°-139° C.

후처리

  1. filtrationThe mixture is filtered off with suction
  2. washthe organic phase is washed with 100 ml of 1N hydrochloric acid
  3. dry with materialwith water and dried over sodium sulfate
  4. distillationThe solvent is distilled off
  5. customthe residue is recrystallized from diisopropyl ether

출처 및 근거

ORD 기록
ord-8e67242de7e444d7b01492a4719f2264
출처 데이터셋
uspto-grants-1993_02
특허 번호
US05186736

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