Boron tribromide → HCID 13363161, compound

HRID 1979995Notes

Reaction equation

HRID 1979995 reaction equation
O([CH2:4][CH2:5][C:6]1[C:7]2[N:8]([N:19]=[CH:20][N:21]=2)[C:9]([NH2:18])=[N:10][C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)CC.B(Br)(Br)[Br:23]>C(Cl)(Cl)Cl>[Br:23][CH2:4][CH2:5][C:6]1[C:7]2[N:8]([N:19]=[CH:20][N:21]=2)[C:9]([NH2:18])=[N:10][C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 55784Bemitradine

Product 1

HCID 13363161HCID 13363161, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To 2.8 g of 8-(2-ethoxylethyl)-7-phenyl-1,2,4-triazolo[2,3-c]pyrimidine-5-amine dissolved in 30 ml of chloroform was added 5 ml of boron tribromide (1 M solution in dichloromethane) at room temperature with stirring. After 8 hours the complex was decomposed by the addition of ice water. The phases were separated and the aqueous layer was adjusted to pH 8 with potassium carbonate, then extracted three times with chloroform. The chloroform extract was added to the original chloroform layer, and the resultant solution was washed with water and dried over sodium sulfate. Removal of chloroform followed by chromatography on Porosil afforded, in order of elution, title compound (m.p. 163°-164°), and title compound Example 1, (m.p. 193°-194°)

Workup

  1. customThe phases were separated
  2. extractionextracted three times with chloroform
  3. extractionThe chloroform extract
  4. additionwas added to the original chloroform layer
  5. washthe resultant solution was washed with water
  6. dry with materialdried over sodium sulfate
  7. customRemoval of chloroform

Sources & evidence

ORD record
ord-52d3f4aedd4a4c31967862aa21ea71a5
Source dataset
uspto-grants-1984_11
Patent number
US04483987

Reaction notes

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