Pyridine → N-(2-bromophenyl)-4-methoxybenzamide

HRID 419762Notes

Reaction equation

HRID 419762 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].N1C=CC=CC=1.[CH3:15][O:16][C:17]1[CH:25]=[CH:24][C:20]([C:21](Cl)=[O:22])=[CH:19][CH:18]=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH:4][C:21](=[O:22])[C:20]1[CH:24]=[CH:25][C:17]([O:16][CH3:15])=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7477p-Anisoyl chlorideHCID 119922-Bromoaniline

Product 1

HCID 5176555N-(2-bromophenyl)-4-methoxybenzamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
40 °C

Procedure

To a suspension of 2-bromoaniline (7.3 mL) and pyridine (13.5 mL) in toluene (110 mL) was added 4-methoxybenzoyl chloride (11 mL) and the mixture was heated at 40° C. for 2.5 hours. The solid was filtered, washed with diethyl ether and water and dried to afford the title compound.

Workup

  1. filtrationThe solid was filtered
  2. washwashed with diethyl ether and water
  3. customdried

Sources & evidence

ORD record
ord-b0d171b60c824288b7d2ae32b435a8a1
Source dataset
uspto-grants-2012_01
Patent number
US08093396B2

Reaction notes

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