Hydrogen Bromide → HCID 178419752, compound

HRID 1389571Notes

Reaction equation

HRID 1389571 reaction equation
C([O:8][N:9]1[CH2:13][CH2:12][NH:11][C:10]1=[N:14][C:15]1[C:20]([Cl:21])=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:22])C1C=CC=CC=1.[BrH:23]>>[BrH:23].[Cl:21][C:20]1[CH:19]=[CH:18][CH:17]=[C:16]([Cl:22])[C:15]=1[N:14]=[C:10]1[NH:11][CH2:12][CH2:13][N:9]1[OH:8]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 178478106HCID 178478106, compound

Product 1

HCID 178419752HCID 178419752, compound

Procedure

A suspension of 45.3 g. of 1-benzyloxy-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-f63fd48fec6e43dbad8eed495e6e3273
Source dataset
uspto-grants-1981_01
Patent number
US04244957

Reaction notes

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