Pyridine → HCID 11198454, compound

HRID 1985700Notes

Reaction equation

HRID 1985700 reaction equation
N1C=CC=CC=1.[NH2:7][C:8]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:9]=1[C:10]#[N:11].[Br:17][C:18]1[CH:26]=[CH:25][C:21]([C:22](Cl)=[O:23])=[CH:20][CH:19]=1>O1CCCC1>[Br:17][C:18]1[CH:26]=[CH:25][C:21]([C:22]([NH:7][C:8]2[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:9]=2[C:10]#[N:11])=[O:23])=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 685154-Bromobenzoyl chlorideHCID 170059Benzonitrile, 2-amino-4-chloro-

Product 1

HCID 11198454HCID 11198454, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

Pyridine (0.144 mole) is given to a solution of 2-amino-4-chlorobenzonitrile (0,131 mole) in 100 ml tetrahydrofuran (THF) and a solution of 4-bromobenzoylchloride (31,6 g, 0,144 mole) in 50 ml THF is added under nitrogen. After addition of 100 ml THF, the mixture is stirred for 6 h at room temperature (rt). The crude reaction is then customary worked up for solution reactions affording 4-bromo-N-(5-chloro-2-cyano-phenyl)-benzamide as a solid; m.p. 151-152°.

Workup

  1. customThe crude reaction

Sources & evidence

ORD record
ord-83023fe043904675b180b8ccccb05b96
Source dataset
uspto-grants-2009_06
Patent number
US07547702B2

Reaction notes

Loading…