Methanol → Methyldiphenylamine

HRID 918139Notes

Reaction equation

HRID 918139 reaction equation
[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(=O)(O)(O)O.[CH3:19]O>>[CH3:19][N:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1004Phosphoric AcidHCID 11487Diphenylamine

Product 1

HCID 11098MethyldiphenylamineYield 99.2%

Conditions

Temperature
140 °C

Procedure

The reaction apparatus was filled with 2 kg (11.8 mol) of diphenylamine and 200 g (1.74 mol) of phosphoric acid. Methanol was introduced at a rate of 50 ml/h for 40 hours at a reaction temperature of 200°C. The reaction mixture was then cooled to 140°C and the upper phase run-off. 1.822 kg of N-methyldiphenylamine (99.2 %) were obtained.

Sources & evidence

ORD record
ord-90a596f4823748a283b56b57429b7d77
Source dataset
uspto-grants-1976_07
Patent number
US03969411

Reaction notes

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