2-Methylacetanilide → HCID 21993578, compound

HRID 1977667Notes

Reaction equation

[CH3:1][CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].Br[C:13]1[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][N:14]=1>>[CH3:1][CH2:2][C:3]([N:5]([C:13]1[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][N:14]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4]

Participants

Reactant 2

HCID 121072-Methylacetanilide

HCID 2208322-Bromo-3-methylpyridine

Product 1

HCID 21993578HCID 21993578, compoundYield 99.8%

Procedure

Using 2-methylacetanilide (4.48 g) and 2-bromo-3-methylpyridine (10.3 g), a reaction was made in the same manner as in 1) of Production Example 14. The subsequent purification by silica gel column chromatography (developing solvent, ethyl acetate: hexane=1:3) produced 2-methyl-N-(3-methyl-2-pyridyl)acetanilide (7.2 g, crude product) as a pale brown oil.

Workup

customThe subsequent purification by silica gel column chromatography (developing solvent, ethyl acetate: hexane=1:3)

Sources & evidence

ORD record: ord-a3e1fae85b6e4c60b15c7de76427e827
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06235730B1

Reaction notes

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