Formaldehyde → HCID 21488693, compound

HRID 1974048Notes

Reaction equation

HRID 1974048 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12](=[O:13])[CH2:11][C:10]([NH:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N:9]2)[CH:5]=[CH:6][CH:7]=1.[C:20]([O-])(=O)C.[NH4+].C=O.[H][H]>[Ni].CO>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12](=[O:13])[CH:11]([CH3:20])[C:10]([NH:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 712FormaldehydeHCID 517165Ammonium AcetateHCID 21488692HCID 21488692, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21488693HCID 21488693, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

112.6 g (0.4 mole) of 1-m-chlorophenyl-3-carbethoxyamino-2-pyrazolin-5-one were methylated under hydrogen atmosphere by using 20 g of Raney nickel, 46.2 g (0.6 mole) of ammonium acetate, 27 g (0.9 mole) of paraformaldehyde, and 0.9 mole of hydrogen in a total volume of 600 ml of methanol. Hydrogenation occurred at a pressure interval of 700 to 300 psi at a temperature of 80°-100° C. Yield: 74 g (62%). Melting point: 162° C.

Workup

  1. customoccurred at a pressure interval of 700 to 300 psi at a temperature of 80°-100° C

Sources & evidence

ORD record
ord-28de5950b9b1468cb739e83e9cbe95c7
Source dataset
uspto-grants-1976_12
Patent number
US04000156

Reaction notes

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