Hydrochloric Acid → HCID 23451843, compound

HRID 1277848Notes

Reaction equation

HRID 1277848 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][C:28]=1[Cl:29])[O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([N:15]([CH2:17][CH:18](OC)OC)[CH3:16])=[O:14])=[CH:8][C:7]=1[S:23][CH2:24][CH3:25].Cl>O>[CH3:16][N:15]1[CH:17]=[CH:18][N:12]([C:9]2[CH:10]=[CH:11][C:6]([O:5][C:4]3[CH:26]=[CH:27][C:28]([Cl:29])=[C:2]([Cl:1])[CH:3]=3)=[C:7]([S:23][CH2:24][CH3:25])[CH:8]=2)[C:13]1=[O:14]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23451803HCID 23451803, compound

Product 1

HCID 23451843HCID 23451843, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-[4-(3,4-Dichlorophenoxy)-3-(ethylthio)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, theremometer and condenser. The mixture is refluxed for a period of about 30 minutes 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-(3,4-dichlorophenoxy)-3-(ethylthio)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. temperaturethen cooled
  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-d58627a6615447bca6ceb4dede2b06dc
Source dataset
uspto-grants-1981_07
Patent number
US04279637

Reaction notes

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