Hydrochloric Acid → HCID 23451800, compound

HRID 1277827Notes

Reaction equation

HRID 1277827 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:18][C:19](=[O:23])OCC)[CH:5]=[C:6]([Cl:17])[C:7]=1[O:8][C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[C:11]([Cl:16])[CH:10]=1.Cl>O>[CH3:19][N:18]1[CH:4]=[CH:3][N:18]([C:4]2[CH:5]=[C:6]([Cl:17])[C:7]([O:8][C:9]3[CH:10]=[C:11]([Cl:16])[CH:12]=[C:13]([Cl:15])[CH:14]=3)=[C:2]([Cl:1])[CH:3]=2)[C:19]1=[O:23]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54304496Ethyl [3,5-dichloro-4-(3,5-dichlorophenoxy)phenyl]carbamate

Product 1

HCID 23451800HCID 23451800, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl [3,5-dichloro-4-(3,5-dichlorophenoxy)phenyl]carbamate (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-[3,5-dichloro-4-(3,5-dichlorophenoxy) 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-28393d8686f44ee0afa8517c0165eadf
Source dataset
uspto-grants-1981_07
Patent number
US04279637

Reaction notes

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