Phosphorus tribromide → 5-(Bromomethyl)-4-ethyl-1,3-thiazole

HRID 630269Notes

Reaction equation

HRID 630269 reaction equation
[CH2:1]([C:3]1[N:4]=[CH:5][S:6][C:7]=1[CH2:8]O)[CH3:2].[Br:10]P(Br)Br>ClCCl>[Br:10][CH2:8][C:7]1[S:6][CH:5]=[N:4][C:3]=1[CH2:1][CH3:2]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 59589347(4-Ethylthiazol-5-yl)methanol

Product 1

HCID 595893325-(Bromomethyl)-4-ethyl-1,3-thiazole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (4-ethyl-1,3-thiazol-5-yl)methanol (1.0 g, 7.0 mmol) in anhydrous dichloromethane (50 mL) was added tribromophosphane (725 μL, 7.6 mmol). The mixture was stirred at room temperature for 2 hours. Dichloromethane was evaporated. The residue was dried in vacuo, affording 5-(bromomethyl)-4-ethyl-1,3-thiazole. The crude product was used without further purification.

Workup

  1. customDichloromethane was evaporated
  2. customThe residue was dried in vacuo

Sources & evidence

ORD record
ord-5f24c6dfac9144f187636f36f33a193c
Source dataset
uspto-grants-2016_04
Patent number
US09315521B2

Reaction notes

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