Nitrogen → 5-(3-Fluoro-phenyl)-thiazole-4-carbonyl chloride

HRID 1189379Notes

Reaction equation

HRID 1189379 reaction equation
N#N.[F:3][C:4]1[CH:5]=[C:6]([C:10]2[S:14][CH:13]=[N:12][C:11]=2[C:15]([OH:17])=O)[CH:7]=[CH:8][CH:9]=1.CN(C=O)C.C(Cl)(=O)C([Cl:26])=O>C1(C)C=CC=CC=1>[F:3][C:4]1[CH:5]=[C:6]([C:10]2[S:14][CH:13]=[N:12][C:11]=2[C:15]([Cl:26])=[O:17])[CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 4

HCID 947NitrogenHCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 59291390HCID 59291390, compound

Product 1

HCID 866649085-(3-Fluoro-phenyl)-thiazole-4-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a suspension of 5-(3-fluoro-phenyl)-thiazole-4-carboxylic acid (55 mg, 0.25 mmol) in toluene (1.0 mL) was treated with a drop of DMF followed by oxalyl chloride (0.08 mL, 0.86 mmol) and the resulting yellow solution was stirred at rt for 30 min. The solvent was then removed under reduced pressure (coevaporation with toluene) to give 5-(3-fluoro-phenyl)-thiazole-4-carbonyl chloride.

Workup

  1. customThe solvent was then removed under reduced pressure (coevaporation with toluene)

Sources & evidence

ORD record
ord-4e270ad0e01a44af91b0a2b0171d5314
Source dataset
uspto-grants-2014_03
Patent number
US08674111B2

Reaction notes

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