Dimethylformamide → 4-[4-(Chloromethyl)-1,3-thiazol-2-yl]benzoyl chloride

HRID 902777Notes

Reaction equation

HRID 902777 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[Cl:7][CH2:8][C:9]1[N:10]=[C:11]([C:14]2[CH:22]=[CH:21]C(C(O)=O)=[CH:16][CH:15]=2)[S:12][CH:13]=1.CN(C=O)C>C(Cl)Cl>[Cl:7][CH2:8][C:9]1[N:10]=[C:11]([C:14]2[CH:22]=[CH:21][C:1]([C:2]([Cl:4])=[O:3])=[CH:16][CH:15]=2)[S:12][CH:13]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 167773054-[4-(Chloromethyl)-1,3-thiazol-2-yl]benzoic acid

Product 1

HCID 586936994-[4-(Chloromethyl)-1,3-thiazol-2-yl]benzoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (3.2 mL, 36.6 mmol, 5 eq.) was added dropwise to a suspension of 4-[4-(chloromethyl)-1,3-thiazol-2-yl]benzoic acid (1.86 g, 7.32 mmol, 1 eq.) in DCM (10 mL) followed by a catalytic amount of DMF at RT. The reaction mixture was allowed to stir at RT overnight and then evaporated to give the title compound as the crude product.

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-2d926e3606254a81a12a6b6a1e63f222
Source dataset
uspto-grants-2008_04
Patent number
US07365225B2

Reaction notes

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