Acetic Acid → 3-(3-Chloro-2-methyl-phenyl)-imidazolidin-4-one

HRID 1710672Notes

Reaction equation

HRID 1710672 reaction equation
[NH2:1][CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([Cl:12])[C:7]=1[CH3:13])=[O:4].[C:14](O)(=O)C>>[Cl:12][C:8]1[C:7]([CH3:13])=[C:6]([N:5]2[C:3](=[O:4])[CH2:2][NH:1][CH2:14]2)[CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 25176972-amino-N-(3-chloro-2-methylphenyl)acetamide

Product 1

HCID 594340313-(3-Chloro-2-methyl-phenyl)-imidazolidin-4-one

Conditions

Temperature
90 °C

Procedure

A mixture of 2-amino-N-(3-chloro-2-methyl-phenyl)-acetamide (74) (1.18 g, 1 equiv), paraformaldehyde (HCHO)n (0.77 g, 1.5 equiv) and 3 mL of acetic acid was heated at 90° C. for 3 h and evaporated to dryness to afford 3-(3-chloro-2-methyl-phenyl)-imidazolidin-4-one (75) as acetic acid salt.

Workup

  1. customevaporated to dryness

Sources & evidence

ORD record
ord-cbd1f025f45747c5a5357cd360964bc1
Source dataset
uspto-grants-2010_09
Patent number
US07790726B2

Reaction notes

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