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

HRID 19760ノート

反応式

HRID 19760 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a069822636bd4ee6823d7935e6bad9f4
出典データセット
uspto-grants-2010_06
特許番号
US07745476B2

反応ノート

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