Dicyclohexylamine → 1-Phenyl-4-cyano-5-(dicyclohexylaminosulfonylureido)pyrazole

HRID 375702

反応式

HRID 375702 の反応式
Cl[S:2]([N:5]=[C:6]=[O:7])(=[O:4])=[O:3].[C:8]1([N:14]2[C:18]([NH2:19])=[C:17]([C:20]#[N:21])[CH:16]=[N:15]2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(N(CC)CC)C.[CH:29]1([NH:35][CH:36]2[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]2)[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1>C(Cl)Cl.O>[C:8]1([N:14]2[C:18]([NH:19][C:6]([NH:5][S:2]([N:35]([CH:36]3[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]3)[CH:29]3[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]3)(=[O:4])=[O:3])=[O:7])=[C:17]([C:20]#[N:21])[CH:16]=[N:15]2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

参加物

7

反応物 4

HCID 7582DicyclohexylamineHCID 8471TriethylamineHCID 70918Chlorosulfonyl isocyanateHCID 792565-Amino-1-phenyl-1H-pyrazole-4-carbonitrile

生成物 1

HCID 189937111-Phenyl-4-cyano-5-(dicyclohexylaminosulfonylureido)pyrazole収率 87%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

4.4 ml (50 mmol) of chlorosulfonyl isocyanate were added to a solution of 9.2 g (50 mmol) of 1-phenyl-4-cyano-5-aminopyrazole in 100 ml of methylene chloride. Stirring was carried out for 30 minutes at about 20° C., after which a solution of 7.5 ml (60 mmol) of triethylamine and 10 ml (50 mmol) of dicyclohexylamine in 50 ml of methylene chloride was slowly added dropwise. After the end of the addition, stirring was continued for a further hour and hydrolysis was then carried out with 200 ml of water. The organic phase was separated off and was worked up in a conventional manner to give the product. Yield: 87%.

後処理

  1. additionAfter the end of the addition
  2. stirringstirring
  3. waitwas continued for a further hour
  4. customhydrolysis
  5. customThe organic phase was separated off
  6. customto give the product

出典と根拠

ORDレコード
ord-892ac24930964938b65e8098dccb8a46
出典データセット
uspto-grants-1996_01
特許番号
US05486618

関連ノート

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