Phosgeniminium chloride → HCID 54431897, compound

HRID 437719

Reaction equation

HRID 437719 reaction equation
[NH2:1][C:2]1[S:6][N:5]=[C:4]([CH2:7][CH3:8])[C:3]=1[C:9]#[N:10].[Cl-].[Cl:12][C:13](Cl)=[N+:14]([CH3:16])[CH3:15]>ClCCl>[C:9]([C:3]1[C:4]([CH2:7][CH3:8])=[N:5][S:6][C:2]=1[N:1]=[C:13]([Cl:12])[N:14]([CH3:16])[CH3:15])#[N:10]

Participants

4

Reactant 2

HCID 2723945Phosgeniminium chlorideHCID 21426744HCID 21426744, compound

Product 1

HCID 54431897HCID 54431897, compoundYield 16.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In the manner of Example VI, 7.6 g of 5-amino-4 -cyano-3-ethylisothiazole and 8.1 g of N-(dichloromethylene) -N,N-dimethylammonium chloride were allowed to react in 100 ml of dichloromethane. The volatile materials were evaporated under reduced pressure. The residue was recrystallized twice from cyclohexane to give 2.0 g of N'-(4-cyano-3-ethyl-5-isothiazolyl)-N,N-dimethylchloroformamidine, mp 95°-97°. The nmr spectrum was consistent with the assigned structure.

Workup

  1. customThe volatile materials were evaporated under reduced pressure
  2. customThe residue was recrystallized twice from cyclohexane

Sources & evidence

ORD record
ord-a72d35e7189c43719183e11077ed6902
Source dataset
uspto-grants-1977_06
Patent number
US04032322

Linked notes

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