Hydrochloric Acid → HCID 23451799, compound

HRID 1277834Notes

Reaction equation

HRID 1277834 reaction equation
Cl[C:2]1[CH:3]=[C:4]([NH:16][C:17]([N:19]([CH2:21][CH:22](OC)OC)[CH3:20])=[O:18])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1.[ClH:27]>O>[CH3:20][N:19]1[CH:21]=[CH:22][N:16]([C:4]2[CH:3]=[CH:2][C:7]([O:8][C:9]3[CH:10]=[CH:11][C:12]([CH3:15])=[C:13]([Cl:27])[CH:14]=3)=[CH:6][CH:5]=2)[C:17]1=[O:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23451842HCID 23451842, compound

Product 1

HCID 23451799HCID 23451799, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-[3-chloro-4-[(4-methylphenoxy)]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 is then dried. The ethyl acetate is removed by mild warming under reduced pressure to yield the desired product 1-methyl-3-[4-[3-chloro-4-methylphenoxy]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. customis then dried
  7. customThe ethyl acetate is removed
  8. temperatureby mild warming under reduced pressure

Sources & evidence

ORD record
ord-cd80d8335b4040569ffb48651485304f
Source dataset
uspto-grants-1981_07
Patent number
US04279637

Reaction notes

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