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

HRID 375702

반응식

HRID 375702 반응식
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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-892ac24930964938b65e8098dccb8a46
출처 데이터셋
uspto-grants-1996_01
특허 번호
US05486618

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