2,6-Dichlorobenzoyl chloride → Benzamide

HRID 422484Notes

Reaction equation

HRID 422484 reaction equation
CNCC[C:5]#[C:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1.ClC1C=CC=C(Cl)C=1C(Cl)=[O:17]>>[C:9]([NH2:8])(=[O:17])[C:10]1[CH:5]=[CH:6][CH:7]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 783922,6-Dichlorobenzoyl chlorideHCID 66598286N-methyl-4-(pyridin-2-yl)but-3-yn-1-amine

Product 1

HCID 2331BenzamideYield 45%

Procedure

The title compound was prepared in accordance with the general method of Example 199(D), from N-methyl-4-(pyridin-2-yl)but-3-yn-1-amine (50 mg, 0.31 mmol) and 2,6-dichlorobenzoyl chloride (85 mg, 0.41 mmol). The crude residue was purified over silicagel chromatography (prepacked 10 g silicagel column, DCM/MeOH: from 100/0 to 98/2 as eluent) to afford 47 mg of 2,6-dichloro-N-methyl-N-(4-pyridin-2-yl)but-3-ynyl)benzamide as a brown oil (Yield: 45%).

Workup

  1. customThe crude residue was purified over silicagel chromatography (prepacked 10 g silicagel column, DCM/MeOH: from 100/0 to 98/2 as eluent)

Sources & evidence

ORD record
ord-071df8a8695d4e32b5ce9e9972f74df3
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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