4-Chloro-3-nitroaniline → HCID 22186074, compound

HRID 1837503Notes

Reaction equation

HRID 1837503 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]=[C:10]=[O:11])[CH:5]=[CH:6][C:7]=1[CH3:8].[Cl:12][C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][C:14]=1[N+:20]([O-:22])=[O:21]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]([NH:17][C:16]2[CH:18]=[CH:19][C:13]([Cl:12])=[C:14]([N+:20]([O-:22])=[O:21])[CH:15]=2)=[O:11])[CH:5]=[CH:6][C:7]=1[CH3:8]

Participants

4

Reactant 2

HCID 124774-Chloro-3-nitroanilineHCID 628323-Chloro-4-methylphenyl isocyanate

Product 1

HCID 22186074HCID 22186074, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 29.8 mmol (5 g) of 3-chloro-4-methylphenyl isocyanate in 90 ml of toluene is heated to 70° C., and 29.8 mmol (5.15 g) of 4-chloro-3-nitroaniline are poured in. The solution is heated at reflux for 24 hours. The reaction mixture is cooled using ice, and the precipitate formed is filtered off and then rinsed with diethyl ether to yield the expected product.

Workup

  1. temperatureThe solution is heated
  2. temperatureat reflux for 24 hours
  3. temperatureThe reaction mixture is cooled
  4. customthe precipitate formed
  5. filtrationis filtered off
  6. washrinsed with diethyl ether

Sources & evidence

ORD record
ord-04b4eb88419d4d6cbb15207df575291d
Source dataset
uspto-grants-2004_08
Patent number
US06784183B2

Reaction notes

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