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

HRID 1974045노트

반응식

HRID 1974045 반응식
[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]

참가 물질

7

반응물 4

HCID 712FormaldehydeHCID 517165Ammonium AcetateHCID 21488696HCID 21488696, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-61185ecde5184b03940bfb5b69db01fb
출처 데이터셋
uspto-grants-1976_12
특허 번호
US04000156

반응 노트

불러오는 중…