Boron tribromide → HCID 178526276, compound

HRID 1981083Notes

Reaction equation

HRID 1981083 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.B(Br)(Br)Br>C(Cl)Cl>[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

4

Reactant 2

HCID 25134Boron tribromideHCID 178478106HCID 178478106, compound

Product 1

HCID 178526276HCID 178526276, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.0 g. of 1-benzyloxy-2-[(2,6-dichlorophenyl)-imino]imidazolidine is dissolved in 10 ml. of methylene chloride, and 1 ml. of boron tribromide is added carefully at room temperature. After 1 hour, the solution is evaporated in vacuo. The residue is dissolved in water and the solution is adjusted to pH 10 with caustic soda solution and extracted, first with methylene chloride and then with ethyl acetate. The organic extracts are dried over sodium sulfate and evaporated in vacuo. The residue is recrystallized from acetonitrile, whereupon 2-[(2,6-dichlorophenyl)imino-1-hydroxyimidazolidine, m.p. 211° (decomp.), is obtained.

Workup

  1. customthe solution is evaporated in vacuo
  2. dissolutionThe residue is dissolved in water
  3. extractionextracted, first with methylene chloride
  4. dry with materialThe organic extracts are dried over sodium sulfate
  5. customevaporated in vacuo
  6. customThe residue is recrystallized from acetonitrile, whereupon 2-[(2,6-dichlorophenyl)imino-1-hydroxyimidazolidine, m.p. 211° (decomp.)
  7. customis obtained

Sources & evidence

ORD record
ord-5d40db0ec6004f4bb84de1592048492c
Source dataset
uspto-grants-1985_04
Patent number
US04511720

Reaction notes

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