Hydrochloric Acid → HCID 23451759, compound

HRID 1277820Notes

Reaction equation

HRID 1277820 reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]([N:16]([CH2:18][CH:19](OC)OC)[CH3:17])=[O:15])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.Cl>O>[CH3:17][N:16]1[CH:18]=[CH:19][N:13]([C:10]2[CH:9]=[CH:8][C:7]([O:6][C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:25][CH:24]=3)=[CH:12][CH:11]=2)[C:14]1=[O:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23451807HCID 23451807, compound

Product 1

HCID 23451759HCID 23451759, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-[4-(4-Chlorophenoxy)phenyl]-N'-(2,2-dimethoxyethyl)-N'-methylurea (0.02 mole), water (30 ml) and concentrated hydrochloric acid (3 ml) are charged into a glass reaction vessel fitted with a mechanical stirrer, thermometer and condenser. The mixture is refluxed for a period of about 30 minutes and then cooled and extracted with ethyl acetate. The extract is washed with dilute aqueous sodium bicarbonate, with two portions of water, and dried. The ethyl acetate is removed by mild warming at reduced pressure to yield the desired product 1-methyl-3-[4-(4-chlorophenoxy)phenyl]-4-imidazolin-2-one.

Workup

  1. customfitted with a mechanical stirrer
  2. temperatureThe mixture is refluxed for a period of about 30 minutes
  3. temperaturecooled
  4. extractionextracted with ethyl acetate
  5. washThe extract is washed with dilute aqueous sodium bicarbonate, with two portions of water
  6. customdried
  7. customThe ethyl acetate is removed
  8. temperatureby mild warming at reduced pressure

Sources & evidence

ORD record
ord-3b9df0a435614cd29e99d34d6b9bf101
Source dataset
uspto-grants-1981_07
Patent number
US04279637

Reaction notes

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