Formaldehyde → 5-amino-2,4-dihydro-4-methyl-2-[4-(methylsulphonyl)phenyl]-3H-pyrazol-3-one

HRID 1974045ノート

反応式

HRID 1974045 の反応式
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15](=[O:16])[CH2:14][C:13]([NH2:17])=[N:12]2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].C=O.[C:20]([O-])(=O)C.[NH4+].[H][H]>[Ni].CO>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15](=[O:16])[CH:14]([CH3:20])[C:13]([NH2:17])=[N:12]2)=[CH:7][CH:6]=1)(=[O:3])=[O:4]

参加物

7

反応物 4

HCID 712FormaldehydeHCID 517165Ammonium AcetateHCID 21488696HCID 21488696、化合物HCID 178418361HCID 178418361、化合物

生成物 1

HCID 30155745-amino-2,4-dihydro-4-methyl-2-[4-(methylsulphonyl)phenyl]-3H-pyrazol-3-one

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 887Methanol溶媒

実験手順

In a 3 liter autoclave were placed: 151.8 g (0.6 mole) of 1-(p-methylsulphonylphenyl)-3-amino-2-pyrazolin-5-one, 27 g (0.9 mole) of paraformaldehyde, 115.5 g (1.5 mole) of ammonium acetate, 60 g of Raney nickel and 1735 ml of methanol. The autoclave was charged with hydrogen to a pressure of 1500 psi. After reduction for 2 h at 100° C the catalyst was filtered off and the filtrate was neutralized by addition of 100 ml of concentrated hydrochloric acid. The filtrate was concentrated by evaporation and the residue was diluted by addition of 300 ml of water. The precipitate was separated and treated with boiling acetonitrile. Yield: 65 g (40%). Melting Point: 239°-240° C.

後処理

  1. filtrationAfter reduction for 2 h at 100° C the catalyst was filtered off
  2. additionthe filtrate was neutralized by addition of 100 ml of concentrated hydrochloric acid
  3. concentrationThe filtrate was concentrated by evaporation
  4. additionthe residue was diluted by addition of 300 ml of water
  5. customThe precipitate was separated
  6. additiontreated with boiling acetonitrile

出典と根拠

ORDレコード
ord-61185ecde5184b03940bfb5b69db01fb
出典データセット
uspto-grants-1976_12
特許番号
US04000156

反応ノート

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