Hydrogen Bromide → HCID 178419752, compound

HRID 223655Notes

Reaction equation

HRID 223655 reaction equation
C([O:9][N:10]1[CH2:14][CH2:13][NH:12][C:11]1=[N:15][C:16]1[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:17]=1[Cl:23])(=O)C1C=CC=CC=1.[BrH:24]>>[BrH:24].[Cl:22][C:21]1[CH:20]=[CH:19][CH:18]=[C:17]([Cl:23])[C:16]=1[N:15]=[C:11]1[NH:12][CH2:13][CH2:14][N:10]1[OH:9]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 178526060HCID 178526060, compound

Product 1

HCID 178419752HCID 178419752, compound

Procedure

A suspension of 45.3 g. of 1-benzoyloxy-2-[(2,6-dichlorophenyl)imino]-imidazolidine in 450 ml. of 48% strength hydrobromic acid is warmed to 80° for 4 hours. The resulting solution is poured onto ice and extracted with ether. The aqueous phase is evaporated in vacuo. The residue is distilled azeotropically five times with a mixture of ethanol/ethyl acetate. 2-[(2,6-dichlorophenyl)imino]-1-hydroxyimidazolidine hydrobromide is obtained by crystallization from a mixture of ethanol/ethyl acetate/ether. An analytically pure sample, m.p. 233°-234°, is obtained by recrystallization from methanol/acetonitrile.

Workup

  1. additionA suspension of 45.3 g
  2. additionThe resulting solution is poured onto ice
  3. extractionextracted with ether
  4. customThe aqueous phase is evaporated in vacuo
  5. distillationThe residue is distilled azeotropically five times
  6. additionwith a mixture of ethanol/ethyl acetate

Sources & evidence

ORD record
ord-603f4610d06847d89ba14cb0264a8aa0
Source dataset
uspto-grants-1982_10
Patent number
US04355033

Reaction notes

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