Acetanilide → HCID 14319804, compound

HRID 1977654Notes

Reaction equation

[C:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2].Br[C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1>>[N:14]1[CH:15]=[CH:16][CH:17]=[C:12]([N:4]([C:1](=[O:3])[CH3:2])[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:13]=1

Participants

Reactant 2

HCID 904Acetanilide

HCID 122863-Bromopyridine

Product 1

HCID 14319804HCID 14319804, compoundYield 101%

Procedure

Acetanilide (6.0 g) and 3-bromopyridine (14.1 g) were used to make a reaction in the same manner as in 1) of Production Example 2. The subsequent purification by silica gel column chromatography (developing solvent, ethyl acetate:hexane:=1:1 to 2:1) produced N-(3-pyridyl)-acetanilide (9.52 g, quantitative) as a pale red solid.

Workup

customa reaction in the same manner as in 1) of Production Example 2
customThe subsequent purification by silica gel column chromatography (developing solvent, ethyl acetate:hexane:=1:1 to 2:1)

Sources & evidence

ORD record: ord-7d53c09f742f41d098b10edad91e4ab4
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06235730B1

Reaction notes

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