Hydrogen Bromide → HCID 178419739, compound

HRID 1413439Notes

Reaction equation

HRID 1413439 reaction equation
[BrH:1].[Cl:2][C:3]1[CH:4]=[C:5]([N:11]=[C:12]2[NH:16][CH2:15][CH2:14][NH:13]2)[CH:6]=[CH:7][C:8]=1[O:9]C.Br>>[BrH:1].[Cl:2][C:3]1[CH:4]=[C:5]([N:11]=[C:12]2[NH:13][CH2:14][CH2:15][NH:16]2)[CH:6]=[CH:7][C:8]=1[OH:9]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 178419597HCID 178419597, compound

Product 1

HCID 178419739HCID 178419739, compoundYield 73.6%

Procedure

A mixture of 8 gm of 2-(3-chloro-4-methoxy-phenylimino)-imidazolidine hydrobromide (0.026 mol) and 125 ml of 48% hydrobromic acid was refluxed on an oil bath for five hours. Thereafter, the hydrobromic acid was evaporated in vacuo, the residue was dissolved in methanol, and the solution was purified by treatment with activated charcoal and filtration. Ether was added to the filtrate, whereby an amorphous product separated out which was collected and dried, yielding 5.60 gm (73.6% of theory) of 2-(3-chloro-4-hydroxy-phenylimino)-imidazolidine hydrobromide, m.p. 224°-225° C., Rf -value 0.4 in mobile phase consisting of 75 parts sec.butanol, 15 parts formic acid and 10 parts water. Carrier: Silicagel; visualization: ultraviolet light and potassium iodoplatinate.

Workup

  1. temperaturewas refluxed on an oil bath for five hours
  2. customThereafter, the hydrobromic acid was evaporated in vacuo
  3. dissolutionthe residue was dissolved in methanol
  4. filtrationthe solution was purified by treatment with activated charcoal and filtration
  5. additionEther was added to the filtrate, whereby an amorphous product
  6. customseparated out which
  7. customwas collected
  8. customdried

Sources & evidence

ORD record
ord-4e94368c6b8b43169151ea5b3f40be0a
Source dataset
uspto-grants-1981_02
Patent number
US04250186

Reaction notes

Loading…