Benzene → N-(4-methoxyphenyl)-4-nitro-3-methylbenzene carboximidoyl chloride

HRID 1197868

Reaction equation

HRID 1197868 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=O)[C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[C:13]([CH3:20])[CH:12]=2)=[CH:5][CH:4]=1.C1C=CC=CC=1.S(Cl)([Cl:30])=O>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]=[C:10]([Cl:30])[C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[C:13]([CH3:20])[CH:12]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 241BenzeneHCID 24386Thionyl ChlorideHCID 790964N-(4-methoxyphenyl)-3-methyl-4-nitrobenzamide

Product 1

HCID 13633435N-(4-methoxyphenyl)-4-nitro-3-methylbenzene carboximidoyl chloride

Procedure

14 g of N-(4-methoxyphenyl)-4-nitro-3-methyl benzamide in suspension in 70 ml of thionyl chloride were heated for 20 hours at reflux. The solvent was eliminated by entrainment with benzene, and after drying under reduced pressure at ambient temperature, 15 g of N-(4-methoxyphenyl)-4-nitro-3-methylbenzene carboximidoyl chloride melting towards 80° C. were obtained.

Workup

  1. temperatureat reflux
  2. customafter drying under reduced pressure at ambient temperature

Sources & evidence

ORD record
ord-d6a32888520145e7b0f7ea42659d374a
Source dataset
uspto-grants-1994_01
Patent number
US05278180

Linked notes

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