Water → HCID 21449753, compound

HRID 1576305Notes

Reaction equation

HRID 1576305 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 24 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. filtrationsuction filtered
  2. filtrationfiltered
  3. concentrationthe filtrate is concentrated
  4. temperaturecooled

Sources & evidence

ORD record
ord-b7f58760eceb49a6aa072abed79b67e9
Source dataset
uspto-grants-1976_09
Patent number
US03980633

Reaction notes

Loading…