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

HRID 630136Notes

Reaction equation

HRID 630136 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-d730f002bc544a7686ed391e71e2bd18
Source dataset
uspto-grants-2016_04
Patent number
US09315521B2

Reaction notes

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