Hydrochloric Acid → HCID 13131986, compound

HRID 1262832Notes

Reaction equation

HRID 1262832 reaction equation
[CH2:1]([N:4]1[CH2:8][CH2:7][NH:6][C:5]1=[N:9][C:10]1[C:15]([F:16])=[CH:14][CH:13]=[CH:12][C:11]=1[Br:17])[C:2]#[CH:3].Cl.N1CCNC1>C(O)C>[Br:17][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([F:16])[C:10]=1[N:9]1[C:2](=[CH2:3])[CH2:1][N:4]2[CH2:8][CH2:7][N:6]=[C:5]12

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 449488ImidazolidineHCID 178456324HCID 178456324, compound

Product 1

HCID 13131986HCID 13131986, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A quantity of 8.9 gm of 1-propargyl-2-(2-bromo-6-fluorophenylimino)-imidazolidine was refluxed in 60 ml of absolute ethanol for about 11 hours. Then the solvent was eliminated in vacuo, and the remaining residue was dissolved in dilute (approximately 1N) hydrochloric acid. The imidazolidine derivative used (identified by thin layer chromatography) was then eliminated by fractional extraction with ethyl acetate at increasing pH values (rendered alkaline with 2N NaOH). As soon as the starting imidazolidine has been quantitatively removed, the imidazo[1,2-a]imidazole derivative according to the invention was extracted as the pH values increased still further (carefully rendered alkaline with 2N NaOH in stages). After being checked by thin layer chromatography, the individual extracts were combined and dried over anhydrous calcium sulfate, and the solvent was eliminated in vacuo.

Workup

  1. dissolutionthe remaining residue was dissolved
  2. extractionwas then eliminated by fractional extraction with ethyl acetate
  3. temperatureat increasing pH values (rendered alkaline with 2N NaOH)
  4. customAs soon as the starting imidazolidine has been quantitatively removed
  5. extractionwas extracted as the pH values
  6. temperatureincreased still further (carefully rendered alkaline with 2N NaOH in stages)
  7. dry with materialdried over anhydrous calcium sulfate

Sources & evidence

ORD record
ord-e9fb325ed4534e5d8589b6b47324d373
Source dataset
uspto-grants-1984_06
Patent number
US04454149

Reaction notes

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