Hydrochloric Acid → HCID 13732362, compound

HRID 648485Notes

Reaction equation

HRID 648485 reaction equation
[O:1]=[C:2]1[N:6]([CH2:7][CH2:8][CH3:9])[C:5](=[O:10])[CH2:4][N:3]1[C:11]1[CH:16]=[CH:15][C:14]([NH:17]C(=O)C)=[CH:13][CH:12]=1.Cl>>[NH2:17][C:14]1[CH:13]=[CH:12][C:11]([N:3]2[CH2:4][C:5](=[O:10])[N:6]([CH2:7][CH2:8][CH3:9])[C:2]2=[O:1])=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 13732389HCID 13732389, compound

Product 1

HCID 13732362HCID 13732362, compoundYield 90%

Procedure

A mixture of 19.5 parts of N-[4-(2,4-dioxo-3-propyl-1-imidazolidinyl)phenyl]acetamide and 480 parts of concentrate hydrochloric acid was stirred and refluxed for 5 hours. The reaction mixture was cooled, and precipitated product was filtered off and dissolved in a mixture of methanol and water. The solution was neutralized with a sodium hydrogen carbonate solution and the product was extracted with trichloromethane. The extract was dried, filtered and evaporated, yielding 15 parts (90%) of 1-(4-aminophenyl)-3-propyl-2,4-imidazolidinedione; mp. 133.2° C. (23).

Workup

  1. temperaturerefluxed for 5 hours
  2. temperatureThe reaction mixture was cooled
  3. customprecipitated product
  4. filtrationwas filtered off
  5. dissolutiondissolved in a mixture of methanol and water
  6. extractionthe product was extracted with trichloromethane
  7. customThe extract was dried
  8. filtrationfiltered
  9. customevaporated

Sources & evidence

ORD record
ord-206b598c18cc49f3b3aac2e81c670123
Source dataset
uspto-grants-1988_04
Patent number
US04735942

Reaction notes

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