Acetonitrile → HCID 86733973, compound

HRID 596434Notes

Reaction equation

HRID 596434 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.[CH2:18]([SH:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(N(CC)CC)C>[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[CH3:6][N+:7]1[C:12]([S:25][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:11][C:10]([NH2:14])=[CH:9][N:8]=1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 7509Benzyl mercaptanHCID 21449765HCID 21449765, compound

Product 1

HCID 86733973HCID 86733973, compoundYield 89.2%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

24.4 parts of 1-methyl-4-amino-6-chloropyridazinium perchlorate in 200 parts of acetonitrile is stirred with 12.4 parts of benzylmercaptan and 20 parts of triethylamine for three hours at 80° C. The solvent is then distilled off at subatmospheric pressure, the residue is treated with about 300 parts of water and the sparingly soluble reaction product is suction filtered. 29.5 parts (89.2% of theory) of 1-methyl-4-amino-6-benzylmercaptopyridazinium perchlorate is obtained; C12H14O4N3SCl, melting point 139° to 141° C.

Workup

  1. distillationThe solvent is then distilled off at subatmospheric pressure
  2. additionthe residue is treated with about 300 parts of water
  3. filtrationfiltered

Sources & evidence

ORD record
ord-56b8ec07201c49509d7868be5aaa8e7b
Source dataset
uspto-grants-1977_03
Patent number
US04011220

Reaction notes

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