Hydrochloric Acid → HCID 23451744, compound

HRID 1277845Notes

Reaction equation

HRID 1277845 reaction equation
[N+](C1C=CC(O[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[N+:26]([O-:28])=[O:27])=CC=1)([O-])=O.Cl.[OH2:32]>>[CH3:19][N:18]1[CH:20]=[CH:21][N:15]([C:12]2[CH:13]=[CH:14][C:9]([O:32][C:13]3[CH:12]=[CH:11][C:10]([N+:26]([O-:28])=[O:27])=[CH:9][CH:14]=3)=[C:10]([N+:26]([O-:28])=[O:27])[CH:11]=2)[C:16]1=[O:17]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 23451783N-[4-(4-nitrophenoxy)-3-nitrophenyl]-N'-(2,2-dimethoxyethyl)-N'-methylurea

Product 1

HCID 23451744HCID 23451744, compound

Procedure

N-[4-(4-Nitrophenoxy)-3-nitrophenyl]-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 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-(4-nitrophenoxy)-3-nitrophenyl]-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-00e9460ac25348989c07802ae42f0340
Source dataset
uspto-grants-1981_07
Patent number
US04279637

Reaction notes

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