Methane → HCID 23009692, compound

HRID 2295920Notes

Reaction equation

HRID 2295920 reaction equation
[NH2:1][C:2]1[C:7](Cl)=[C:6]([Cl:9])[CH:5]=[C:4]([NH2:10])[C:3]=1[CH3:11].[H][H].C([O-])(=O)C.[NH4+].C>[Pt].CO>[NH2:1][C:2]1[CH:7]=[C:6]([Cl:9])[CH:5]=[C:4]([NH2:10])[C:3]=1[CH3:11]

Participants

7

Reactant 4

HCID 297MethaneHCID 517165Ammonium AcetateHCID 204743181,3-Benzenediamine, 4,5-dichloro-2-methyl-HCID 178418361HCID 178418361, compound

Product 1

HCID 23009692HCID 23009692, compoundYield 97.1%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 887MethanolSolvent

Procedure

19.1 g (0.1 mol) of 2,6-diamino-3,4-dichlorotoluene are hydrogenated with hydrogen under a total pressure of 180 bar in an autoclave, in the presence of 500 ml of methanol, 15.4 g (0.2 mol) of ammonium acetate and 2 g of 1% strength platinum on medicinal charcoal, at 150° C. After separating off the catalyst by filtration and removing the solvent, the residue if taken up in water and the mixture is rendered neutral with sodium hydroxide solution and extracted with methylene chloride. 2,6-Diamino-4-chlorotoluene is obtained in a yield of 97.1% of theory; the purity is 95.3%.

Workup

  1. customAfter separating off the catalyst
  2. filtrationby filtration
  3. customremoving the solvent
  4. extractionextracted with methylene chloride

Sources & evidence

ORD record
ord-04e1904466414ee6a524f4928ab50a8b
Source dataset
uspto-grants-1984_01
Patent number
US04426538

Reaction notes

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