Hydrochloric Acid → HCID 23451823, compound

HRID 1277840Notes

Reaction equation

HRID 1277840 reaction equation
[C:1]1([S:7]([C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16]([N:18]([CH2:20][CH:21](OC)OC)[CH3:19])=[O:17])=[CH:11][C:10]=2[O:26][CH2:27][CH2:28][CH2:29][CH3:30])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>O>[CH3:19][N:18]1[CH:20]=[CH:21][N:15]([C:12]2[CH:13]=[CH:14][C:9]([S:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[O:8])=[C:10]([O:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH:11]=2)[C:16]1=[O:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54027528HCID 54027528, compound

Product 1

HCID 23451823HCID 23451823, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-[4-(Phenylsulfinyl)-3-butoxyphenyl]-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-(phenylsulfinyl)-3-butoxyphenyl]-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-e77c0ae1502546b0a048bd65df497af1
Source dataset
uspto-grants-1981_07
Patent number
US04279637

Reaction notes

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