2-Imidazolidinone, 1-(p-chlorophenyl)- → HCID 20315721, compound

HRID 866485Notes

Reaction equation

HRID 866485 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][NH:10][C:9]2=[O:13])=[CH:4][CH:3]=1.[N:14]([O-])=[O:15].[Na+]>C(O)(=O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:12][CH2:11][N:10]([N:14]=[O:15])[C:9]2=[O:13])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 264512-Imidazolidinone, 1-(p-chlorophenyl)-HCID 23668193Sodium Nitrite

Product 1

HCID 20315721HCID 20315721, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent3×

Procedure

In a solution of glacial acetic acid (2750 ml) and water (250 ml) was dissolved 150 g (0.75 mol) of 1-(4-chlorophenyl)-2-imidazolidinone with heating. The solution was cooled to room temperature, and sodium nitrite (70 g, 1.0 mol) in water (200 ml) was added dropwise over 1 hour. The mixture was stirred for another 6 hours, diluted with water (1.5 l.) and the product (137 g, 81%) was collected, m.p. 154°-156°.

Workup

  1. temperaturewith heating
  2. customthe product (137 g, 81%) was collected

Sources & evidence

ORD record
ord-f19a463aab414075bc76f5ca07421c05
Source dataset
uspto-grants-1978_07
Patent number
US04099009

Reaction notes

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