Phosphorus pentachloride → 2-Methyl-1,3-thiazole-4-carbonyl chloride

HRID 1650188Notes

Reaction equation

HRID 1650188 reaction equation
P(Cl)(Cl)(Cl)(Cl)[Cl:2].[CH3:7][C:8]1[S:9][CH:10]=[C:11]([C:13]([OH:15])=O)[N:12]=1>ClCCl>[CH3:7][C:8]1[S:9][CH:10]=[C:11]([C:13]([Cl:2])=[O:15])[N:12]=1

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 2847282-Methyl-1,3-thiazole-4-carboxylic acid

Product 1

HCID 211839592-Methyl-1,3-thiazole-4-carbonyl chlorideYield 104.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Phosphorus pentachloride (13.35 g) was added in small portions to a suspension of 2-methyl-4-thiazolecarboxylic acid (7.65 g) in dry dichloromethane over a period of 10 minutes. The resulting mixture was vigorously stirred for 1.5 hours at room temperature and then concentrated under reduced pressure. The residue was dissolved in dry benzene (40 ml) and the mixture was concentrated under reduced pressure to give yellow powders of 2-methyl-4-thiazolecarbonyl chloride (9.0 g).

Workup

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe residue was dissolved in dry benzene (40 ml)
  3. concentrationthe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3a6d20dd849a4988877e51563842866b
Source dataset
uspto-grants-1990_05
Patent number
US04923886

Reaction notes

Loading…