Reaction #1059480

ord-85bdd51664414e07bb89c97f319e22e1

Reaction equation

N
Ammonia
COc1ccc(C(Cl)=NS(=O)(=O)C=Cc2ccc(Cl)c(Cl)c2)cc1OC
N-(3,4-dichlorostyrylsulfonyl)-3,4-dimethoxybenzimidoyl chloride
→
COc1ccc(C(=N)NS(=O)(=O)C=Cc2ccc(Cl)c(Cl)c2)cc1OC
N-(3,4-DICHLOROSTYRYLSULFONYL)-3,4-DIMETHOXYBENZAMIDINE
Yield 96.0%

Reactants

N
Ammonia
COc1ccc(C(Cl)=NS(=O)(=O)C=Cc2ccc(Cl)c(Cl)c2)cc1OC
N-(3,4-dichlorostyrylsulfonyl)-3,4-dimethoxybenzimidoyl chloride

Reagents

None

Solvents

c1ccccc1
benzene

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe solvent evaporated under reduced pressure
  2. 2
    Filtrationof water and filtered
  3. 3
    Otheraffords 8.0 g

Procedure

Ammonia gas is bubbled through a solution of N-(3,4-dichlorostyrylsulfonyl)-3,4-dimethoxybenzimidoyl chloride (8.7 g., 0.02 mole) in 100 ml. of dry benzene for a period of 1 hr. The solvent evaporated under reduced pressure and the solid residue stirred with 50 ml. of water and filtered affords 8.0 g. (96% yield) of N-(3,4-DICHLOROSTYRYLSULFONYL)-3,4-DIMETHOXYBENZAMIDINE, m.p. 205°-210° C. A sample crystallized from acetonitrile has a melting point of 208°-211° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04052455uspto-grants-1977_10