Carbon tetrabromide → HCID 67274221, compound

HRID 1696767Notes

Reaction equation

HRID 1696767 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH2:8]O)[CH:5]=[C:4]([S:10][CH3:11])[CH:3]=1.[Br:12]C(Br)(Br)Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>ClCCl>[Br:12][CH2:8][C:6]1[N:7]=[C:2]([NH2:1])[CH:3]=[C:4]([S:10][CH3:11])[CH:5]=1

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 67274399HCID 67274399, compound

Product 1

HCID 67274221HCID 67274221, compoundYield 54.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.10 g (6-amino-4-methylsulfanyl-pyridin-2-yl)-methanol in 6 ml dichloromethane was added 0.292 g tetrabromomethane and 0.231 g triphenylphosphin and the mixture was stirred at room temperature for 1 h. The reaction mixture was purified by chromatography on silica gel with heptan:ethyl acetate=1:1 to yield 0.075 g of the title compound as white crystals MS (ISP): 232.9; 234.9 [M+H]+.

Workup

  1. customThe reaction mixture was purified by chromatography on silica gel with heptan

Sources & evidence

ORD record
ord-ad25c27f0ac14e70a1a7c67f0af64f54
Source dataset
uspto-grants-2012_04
Patent number
US08163778B2

Reaction notes

Loading…