2-Methyl-4-nitroaniline → 2-Methyl-4-nitrophenyl isocyanate

HRID 1453662Notes

Reaction equation

HRID 1453662 reaction equation
[CH3:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH2:4].[O:12]=[C:13](Cl)OC(Cl)(Cl)Cl>C1(C)C=CC=CC=1>[N:4]([C:3]1[CH:5]=[CH:6][C:7]([N+:9]([O-:11])=[O:10])=[CH:8][C:2]=1[CH3:1])=[C:13]=[O:12]

Participants

4

Reactant 2

HCID 74412-Methyl-4-nitroanilineHCID 10426Diphosgene

Product 1

HCID 42964562-Methyl-4-nitrophenyl isocyanate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

7.50 g (49.3 mmol) 2-methyl-4-nitro-aniline are combined with 7.20 ml (59.2 mmol) diphosgene in 200 ml of toluene and refluxed for 2 h with stirring. The reaction mixture is evaporated down i. vac., the residue is twice taken up in toluene and evaporated down completely i. vac. The residue is further reacted without any further purification.

Workup

  1. temperaturerefluxed for 2 h
  2. customThe reaction mixture is evaporated down i
  3. customevaporated down completely
  4. customThe residue is further reacted without any further purification

Sources & evidence

ORD record
ord-c47746ff11ad480a8e0b34df415232a7
Source dataset
uspto-grants-2009_01
Patent number
US07476663B2

Reaction notes

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