3-(2,6-Dimethylanilino)oxolan-2-one → 2,6-Dimethylaniline

HRID 1395366Notes

Reaction equation

HRID 1395366 reaction equation
[O:1]=[C:2]1[CH:6]([NH:7][C:8]2[C:13]([CH3:14])=[CH:12][CH:11]=[CH:10][C:9]=2[CH3:15])[CH2:5][CH2:4][O:3]1>O>[CH3:15][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]([CH3:14])[C:8]=1[NH2:7].[O:1]=[C:2]1[CH:6]([NH:7][C:8]2[C:9]([CH3:15])=[CH:10][CH:11]=[CH:12][C:13]=2[CH3:14])[CH2:5][CH2:4][O:3]1

Participants

4

Reactant 1

HCID 124914813-(2,6-Dimethylanilino)oxolan-2-one

Product 2

HCID 68962,6-DimethylanilineHCID 124914813-(2,6-Dimethylanilino)oxolan-2-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A process for making N-(tetrahydro-2-oxo-3-furanyl)-2,6-dimethylbenzeneamine which comprises reacting 3-halotetrahydro-2-oxofuran, wherein the halo group is bromo or chloro, with 2,6-dimethylbenzeneamine in the presence of water and a base at a temperature between 80° and 160° C. to form N-(tetrahydro-2-oxo-3-furanyl)-2,6-dimethylbenzeneamine, and wherein the base is gradually added to the reaction zone so as to maintain the pH below about 7.5.

Sources & evidence

ORD record
ord-e47e3eab3a5f4bd385b921494d381c74
Source dataset
uspto-grants-1980_05
Patent number
US04203904

Reaction notes

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