Oxalyl chloride → 1-Methyl-4-phenyl-1H-imidazole-5-carbonyl chloride

HRID 32510Notes

Reaction equation

HRID 32510 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[CH3:7][N:8]1C(C(O)=O)=[C:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:10]=[CH:9]1>CN(C=O)C.C(Cl)Cl>[CH3:7][N:8]1[C:1]([C:2]([Cl:4])=[O:3])=[C:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:10]=[CH:9]1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 179657941-Methyl-4-phenyl-1H-imidazole-5-carboxylic acid2×

Product 1

HCID 179658201-Methyl-4-phenyl-1H-imidazole-5-carbonyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (0.35 mL) followed by one drop of DMF was added to 1-methyl-4-phenyl-1H-imidazole-5-carboxylic acid (intermediate 3) (732 mg) suspended in anhydrous DCM (6 mL). After stirring for 1 hour under inert atmosphere the mixture was evaporated to dryness and used immediately without further purification (800 mg, 100%).

Workup

  1. customwas evaporated to dryness
  2. customused immediately without further purification (800 mg, 100%)

Sources & evidence

ORD record
ord-7b4d297f016240178742906260432329
Source dataset
uspto-grants-2008_09
Patent number
US07427616B2

Reaction notes

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