O-Cresol → HCID 54096441, compound

HRID 372160

Reaction equation

HRID 372160 reaction equation
[CH3:1][NH:2][C:3]([NH:5][CH3:6])=[O:4].C/[C:8](/[C:14]([O-:16])=O)=[C:9](\C)/[C:10]([O-:12])=[O:11].[C:17]1(C)C(O)=CC=CC=1>ClC1C=CC=CC=1Cl>[CH3:1][N:2]1[C:8](=[CH:9][C:10]([O:12][CH3:17])=[O:11])[C:14](=[O:16])[N:5]([CH3:6])[C:3]1=[O:4]

Participants

5

Reactant 3

HCID 335O-CresolHCID 7293N,N'-DimethylureaHCID 5459894Dimethylmaleate

Product 1

HCID 54096441HCID 54096441, compound

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

44 g of N,N'-dimethylurea were dissolved in 150 g of o-dichlorobenzene and reacted with 72 g of dimethylmaleate for 2 hours at 180°-185° C after the addition of 25 g of cresol. The solvent was removed from this reaction mixture and the residue was fractionated under vacuum, 85 g (= 85% of the theory) of the desired product distilling over at 0.07 Torr and 128° C. A purified product melting at 49.5° C could be obtained by dissolving the crude product in chloroform and reprecipitating it with ether. The structure of the purified product was confirmed by IR and NMR spectra and by elementary analysis.

Workup

  1. customThe solvent was removed from this reaction mixture
  2. distillationdistilling over at 0.07 Torr and 128° C

Sources & evidence

ORD record
ord-57af96b92cdb484db5e792ce9ad2d545
Source dataset
uspto-grants-1978_05
Patent number
US04089860

Linked notes

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