2,4-Diaminotoluene → 2,4-Dinitrotoluene

HRID 1618324Notes

Reaction equation

HRID 1618324 reaction equation
C(=O)(O)[O-:2].[Na+].[O-2:6].[Ce+3].[O-2:8].[O-2:9].[Ce+3].[NH2:11][C:12]1[CH:17]=[C:16]([NH2:18])[CH:15]=[CH:14][C:13]=1[CH3:19]>>[N+:11]([C:12]1[CH:17]=[C:16]([N+:18]([O-:2])=[O:9])[CH:15]=[CH:14][C:13]=1[CH3:19])([O-:8])=[O:6]

Participants

4

Reactant 3

HCID 72612,4-DiaminotolueneHCID 516892Sodium BicarbonateHCID 9905479Cerium oxide

Product 1

HCID 84612,4-Dinitrotoluene

Procedure

The catalyst of the present example is an Au/CeO2 (263.6 mg) which is subjected to further treatment consisting of impregnation with sodium bicarbonate (3.2 mg) in order to neutralize by doping the possible acid centers of the surface of the nanocrystalline cerium oxide. The carbamoylation reaction of the 2,4-diaminotoluene is carried out as described in Example 1 but using as a catalyst Au/(Na+)CEO2 (208.2 mg) whereby after 23 hrs of reaction was obtained a mixture wherein the conversion of 2,4-dinitrotoluene was 96%, being present the 2,4-diaminotoluene and the corresponding dicarbamate with a selectivity of 37 and 63%, respectively.

Workup

  1. customafter 23 hrs
  2. customof reaction

Sources & evidence

ORD record
ord-5e64d79ca9e549a69f4df72f2a36af6f
Source dataset
uspto-grants-2014_07
Patent number
US08765993B2

Reaction notes

Loading…