Acetyl chloride → HCID 44478920, compound

HRID 452775Notes

Reaction equation

HRID 452775 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:13]3[CH:14]=[C:15]([C:18]([NH:20][NH2:21])=[O:19])[CH:16]=[CH:17][C:12]3=[N:11][CH:10]=2)=[CH:5][CH:4]=1.[C:22](Cl)(=[O:24])[CH3:23].C(OCC)(=O)C>CN(C)C(=O)C>[C:22]([NH:21][NH:20][C:18]([C:15]1[CH:16]=[CH:17][C:12]2[N:13]([C:9]([C:6]3[CH:7]=[CH:8][C:3]([S:2][CH3:1])=[CH:4][CH:5]=3)=[CH:10][N:11]=2)[CH:14]=1)=[O:19])(=[O:24])[CH3:23]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8857Ethyl AcetateHCID 44478377HCID 44478377, compound

Product 1

HCID 44478920HCID 44478920, compoundYield 73.9%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

To a solution of 3-[4-(methylthio)phenyl]imidazo[1,2-a]pyridine-6-carbohydrazide (505 mg, 1.69 mmol) in N,N-dimethylacetamide (4 mL) was added acetyl chloride (0.132 mL, 1.86 mmol) at room temperature, and the resulting mixture was stirred for 1.5 hr. Ethyl acetate was added to the reaction mixture, and the precipitate was collected by filtration to give N′-acetyl-3-[4-(methylthio)phenyl]imidazo[1,2-a]pyridine-6-carbohydrazide (425 mg) as colorless crystals.

Workup

  1. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-3dd3a66153664986978459b2e2007438
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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