Phosphorus tribromide → 5-(Bromomethyl)-4-(propan-2-yl)-1,3-thiazole

HRID 577094Notes

Reaction equation

HRID 577094 reaction equation
[CH3:1][CH:2]([C:4]1[N:5]=[CH:6][S:7][C:8]=1[CH2:9]O)[CH3:3].[Br:11]P(Br)Br>ClCCl>[Br:11][CH2:9][C:8]1[S:7][CH:6]=[N:5][C:4]=1[CH:2]([CH3:3])[CH3:1]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 10909824HCID 10909824, compound

Product 1

HCID 595893685-(Bromomethyl)-4-(propan-2-yl)-1,3-thiazole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [4-(propan-2-yl)-1,3-thiazol-5-yl]methanol (800 mg, 5.1 mmol) in anhydrous dichloromethane (35 mL) was added tribromophosphane (520 μL, 5.5 mmol). The mixture was stirred at room temperature for 1.5 hours. Dichloromethane was evaporated. The residue was dried in vacuo, affording 5-(bromomethyl)-4-(propan-2-yl)-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-44fb6159ddd54739a8b38ac094c740e3
Source dataset
uspto-grants-2015_05
Patent number
US09040538B2

Reaction notes

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