Acetonitrile → HCID 86733973, compound

HRID 1576314Notes

Reaction equation

HRID 1576314 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 3 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-e2a4cc32d88d496695fa1bcc237922cb
Source dataset
uspto-grants-1976_09
Patent number
US03980633

Reaction notes

Loading…