Water → Sc-36741

HRID 1979988Notes

Reaction equation

HRID 1979988 reaction equation
C([O:3][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)C.B(Cl)(Cl)Cl.O>ClCCl>[OH:3][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

5

Reactant 3

HCID 962WaterHCID 25135Boron TrichlorideHCID 55784Bemitradine

Product 1

HCID 175635Sc-36741

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 28.8 g (0.1 mole) of 8-(2-ethoxyethyl)-7-phenyl-1,2,4-triazolo[2,3-c]pyrimidine-5-amine was added 200 ml of 1 N boron trichloride in dichloromethane. The mixture was then stirred at room temperature overnight, after which 500 ml of water was added. After three hours, the resultant precipitate was collected by filtration. The aqueous phase of the filtrate was separated and neutralized with aqueous sodium carbonate, giving a second precipitate. The combined solids were purified by column chromatography, giving the title compound, m.p. 194°-195°.

Workup

  1. waitAfter three hours
  2. filtrationthe resultant precipitate was collected by filtration
  3. customThe aqueous phase of the filtrate was separated
  4. customgiving a second precipitate
  5. customThe combined solids were purified by column chromatography

Sources & evidence

ORD record
ord-4ea9223883654c86b8510c3f088ac993
Source dataset
uspto-grants-1984_11
Patent number
US04483987

Reaction notes

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