Pyridine → HCID 59317126, compound

HRID 1643337Notes

Reaction equation

HRID 1643337 reaction equation
[Br:1][C:2]1[C:3]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:4][C:5]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:6]([CH:10]=1)[C:7](Cl)=[O:8].[NH2:27][C:28]1[C:29]([CH3:34])=[CH:30][CH:31]=[CH:32][CH:33]=1.N1C=CC=CC=1>ClCCl>[Br:1][C:2]1[C:3]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:4][C:5]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:6]([CH:10]=1)[C:7]([NH:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[CH3:34])=[O:8]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7242O-ToluidineHCID 77174849HCID 77174849, compound

Product 1

HCID 59317126HCID 59317126, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1.5 A solution of 4.5 g of 5-bromo-2,4-dibenzyloxybenzoyl chloride in 6 ml of dichloromethane is added dropwise with ice-cooling to a solution of 1.126 ml of o-toluidine and 1.211 ml of pyridine in 40 ml of dichloromethane. The mixture is stirred at room temperature for a further 16 hours and subjected to conventional work-up, giving 3 g of 5-bromo-2,4-dibenzyloxy-N-o-tolylbenzamide.

Sources & evidence

ORD record
ord-489eb6607ab1470c9a9670aa914c02fa
Source dataset
uspto-grants-2012_02
Patent number
US08119795B2

Reaction notes

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