4-Methylbenzoyl Chloride → 4-Methyl-N-[(pyridin-4-yl)methyl]benzamide

HRID 1105792Notes

Reaction equation

HRID 1105792 reaction equation
C1(C)C=CC(C(Cl)=O)=CC=1.[NH:11]1[CH2:16][CH2:15][CH:14]([CH2:17][NH:18][C:19](=[O:27])[C:20]2[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=2)[CH2:13][CH2:12]1>>[N:11]1[CH:16]=[CH:15][C:14]([CH2:17][NH:18][C:19](=[O:27])[C:20]2[CH:21]=[CH:22][C:23]([CH3:26])=[CH:24][CH:25]=2)=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 134054-Methylbenzoyl ChlorideHCID 12797553HCID 12797553, compound

Product 1

HCID 31178004-Methyl-N-[(pyridin-4-yl)methyl]benzamideYield 87.7%

Procedure

N-(4-pyridylmethyl)-p-methylbenzamide was synthesized from p-toluoyl chloride and 4-pryidylmethylamine in the same manner as employed in Example 1 above. The pure product has a melting point 142.7° C., yield of 87.7%. The intermediate product was converted to pure N-(4-piperidinylmethyl)-p-methylbenzamide as previously described (Example 1); melting point 226.6° C., yield 70.7%, and evaluated according to Tables I, II, and III.

Sources & evidence

ORD record
ord-174550f32a994a1091eeb0f103a619cb
Source dataset
uspto-grants-1982_01
Patent number
US04310532

Reaction notes

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