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

HRID 344580

反応式

HRID 344580 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].C1(N=C=NC2CCCCC2)CCCCC1.[CH3:29][O:30][C:31]1[CH:36]=[C:35]([O:37][CH3:38])[N:34]=[C:33]([C:39](O)=[O:40])[N:32]=1>CN(C)C1C=CN=CC=1.ClCCl>[CH3:29][O:30][C:31]1[CH:36]=[C:35]([O:37][CH3:38])[N:34]=[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:40])[N:32]=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 145806602,6-dichlorophenyl N-[(4,6-dimethoxypyrimidin-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 1 N 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 1 N 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-04a6e1e25a904d408478a7344c9b79f6
出典データセット
uspto-grants-1991_10
特許番号
US05053072

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