Hydrochloric Acid → 2-(4-chlorophenyl)-N'-(4-fluorophenyl)sulfonyl-3-phenyl-3,4-dihydropyrazole-5-carboximidamide

HRID 19760노트

반응식

HRID 19760 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:11][C:10]([C:19]([NH2:21])=[NH:20])=[N:9]2)=[CH:4][CH:3]=1.Cl.[F:23][C:24]1[CH:29]=[CH:28][C:27]([S:30](Cl)(=[O:32])=[O:31])=[CH:26][CH:25]=1.C(N(CC)CC)C>C(#N)C>[F:23][C:24]1[CH:29]=[CH:28][C:27]([S:30]([NH:20][C:19]([C:10]2[CH2:11][CH:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)[N:9]=2)=[NH:21])(=[O:32])=[O:31])=[CH:26][CH:25]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 95884-Fluorobenzenesulfonyl chlorideHCID 116594121-(4-chlorophenyl)-5-phenyl-4,5-dihydro-(1H)-pyrazole-3-carboxamidine

생성물 1

HCID 1785134592-(4-chlorophenyl)-N'-(4-fluorophenyl)sulfonyl-3-phenyl-3,4-dihydropyrazole-5-carboximidamide수율 54%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Part B: To a stirred solution of 1-(4-chlorophenyl)-5-phenyl-4,5-dihydro-(1H)-pyrazole-3-carboxamidine.HCl (1.87 gram, 5 mmol) and 4-fluorophenylsulfonyl chloride (0.97 g, 5 mmol) in anhydrous acetonitrile (20 ml) is added triethylamine (2.1 ml, 15 mmol) and the resulting mixture is stirred at room temperature for 16 hours. After concentration in vacuo, the residue is dissolved in a mixture of Ethyl acetate and water. The Ethyl acetate layer is collected, dried over MgSO4, filtered and concentrated in vacuo. The resulting residue is recrystallised from methyl-t-butyl ether to give N-[(4-fluorophenyl)sulfonyl]-1-(4-chlorophenyl)-5-phenyl-4,5-dihydro-(1H)-pyrazole-3-carboxamidine (1.22 gram, 54% yield). Melting point: 200-203.5° C.

후처리

  1. concentrationAfter concentration in vacuo
  2. dissolutionthe residue is dissolved in a mixture of Ethyl acetate and water
  3. customThe Ethyl acetate layer is collected
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe resulting residue is recrystallised from methyl-t-butyl ether

출처 및 근거

ORD 기록
ord-a069822636bd4ee6823d7935e6bad9f4
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745476B2

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