Water → HCID 21449753, compound

HRID 596424Notes

Reaction equation

HRID 596424 reaction equation
[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[CH3:6][N+:7]1[C:12](Cl)=[CH:11][C:10]([NH:14][CH3:15])=[C:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:8]=1.O.[H][H]>[Ni].C(N(CC)CC)C>[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[CH3:6][N+:7]1[CH:12]=[CH:11][C:10]([NH:14][CH3:15])=[C:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:8]=1

Participants

6

Reactant 3

HCID 962WaterHCID 21449815HCID 21449815, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21449753HCID 21449753, compoundYield 76.6%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8471TriethylamineSolvent

Procedure

15 parts of 1-methyl-3-phenyl-4-methylamino-6-chloropyridazinium perchlorate, 100 parts of water, 5 parts of triethylamine and about 2 parts of Raney nickel are treated at room temperature in a shaking apparatus with hydrogen at atmospheric pressure. After twenty-four hours the reaction mixture is suction filtered, the residue is boiled with 200 parts of methanol and filtered and the filtrate is concentrated and cooled. 10.3 parts (76.6% of theory) of 1-methyl-3-phenyl-4-methylaminopyridazinium perchlorate is obtained; C12H14O4N3Cl, melting point 155° to 157° C.

Workup

  1. waitAfter twenty-four hours the reaction mixture is
  2. filtrationsuction filtered
  3. filtrationfiltered
  4. concentrationthe filtrate is concentrated
  5. temperaturecooled

Sources & evidence

ORD record
ord-fed23647436242eb9d90bd8c37531512
Source dataset
uspto-grants-1977_03
Patent number
US04011220

Reaction notes

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