Phenol → HCID 21449801, compound

HRID 596435Notes

Reaction equation

HRID 596435 reaction equation
[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[CH3:6][N+:7]1[C:12](Cl)=[CH:11][C:10]([NH2:14])=[CH:9][N:8]=1.C(#N)C.[C:18]1([OH:24])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>N1C=CC=CC=1>[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[CH3:6][N+:7]1[C:12]([O:24][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:11][C:10]([NH2:14])=[CH:9][N:8]=1

Participants

5

Reactant 3

HCID 996PhenolHCID 6342AcetonitrileHCID 21449765HCID 21449765, compound

Product 1

HCID 21449801HCID 21449801, compoundYield 36.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

12.2 parts of 1-methyl-4-amino-6-chloropyridazinium perchlorate in 150 parts of acetonitrile is stirred with 5 parts of phenol and 4 parts of pyridine for 4 hours at 80° C. The reaction mixture is filtered and the filtrate is concentrated at subatmospheric pressure. About 200 parts of water is added. 5.5 parts (36.6% of theory) of 1-methyl-4-amino-6-phenoxypyridazinium perchlorate is obtained; C11H12O5N3Cl, melting point 182° to 184° C after having been recrystallized from water.

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationthe filtrate is concentrated at subatmospheric pressure
  3. additionAbout 200 parts of water is added

Sources & evidence

ORD record
ord-170e51a8354c4745b9d73dc68b5611e5
Source dataset
uspto-grants-1977_03
Patent number
US04011220

Reaction notes

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