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

HRID 2081915

反応式

HRID 2081915 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8e67242de7e444d7b01492a4719f2264
出典データセット
uspto-grants-1993_02
特許番号
US05186736

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