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

HRID 577005Notes

Reaction equation

HRID 577005 reaction equation
[Cl:1][C:2]1[S:3][C:4]([CH2:8]O)=[C:5]([Cl:7])[N:6]=1.P(Br)(Br)[Br:11]>ClCCl>[Br:11][CH2:8][C:4]1[S:3][C:2]([Cl:1])=[N:6][C:5]=1[Cl:7]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 10375112(2,4-Dichloro-1,3-thiazol-5-yl)methanol

Product 1

HCID 223492195-(Bromomethyl)-2,4-dichloro-1,3-thiazole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (2,4-dichloro-1,3-thiazol-5-yl)methanol (850 mg, 4.6 mmol) in anhydrous dichloromethane (40 mL) was added dropwise phosphorus tribromide (850 μL, 9.2 mmol). The mixture was stirred at room temperature for 3 hours. The solvent was evaporated. The residue was dried in vacuo, affording 5-(bromomethyl)-2,4-dichloro-1,3-thiazole. The product was used without further purification.

Workup

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

Sources & evidence

ORD record
ord-3db8893feb1e42af9177b8c669c77f48
Source dataset
uspto-grants-2015_05
Patent number
US09040538B2

Reaction notes

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