Dimethylformamide → 5-Nitrothiazole-2-carbonyl chloride

HRID 703111Notes

Reaction equation

HRID 703111 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[N+:7]([C:10]1[S:14]C(C(O)=O)=[N:12][CH:11]=1)([O-:9])=[O:8].CN(C)C=O>C(Cl)Cl>[N+:7]([C:10]1[S:14][C:1]([C:2]([Cl:4])=[O:3])=[N:12][CH:11]=1)([O-:9])=[O:8]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 148422755-Nitrothiazole-2-carboxylic acid

Product 1

HCID 148422765-Nitrothiazole-2-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (13 ml) was added dropwise to a stirred suspension of 5-nitrothiazole-2-carboxylic acid (12.9 g; Chem. Ber. 1973, 106, 722) in a mixture of methylene chloride (80 ml and dimethylformamide (20 ml). The mixture was stirred at laboratory temperature for 30 minutes and evaporated to dryness to give 5-nitrothiazole-2-carbonyl chloride.

Workup

  1. customevaporated to dryness

Sources & evidence

ORD record
ord-08e7790bd89648df9c280ceede9c8168
Source dataset
uspto-grants-1991_01
Patent number
US04981856

Reaction notes

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