Pivaloyl chloride → N-(4-Bromo-2,5-xylyl)pivalamide

HRID 2181587Notes

Reaction equation

HRID 2181587 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH3:10])[C:5](=[CH:7][C:8]=1[CH3:9])[NH2:6].[C:11](Cl)(=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13]>N1C=CC=CC=1>[Br:1][C:2]1[C:8]([CH3:9])=[CH:7][C:5]([NH:6][C:11](=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13])=[C:4]([CH3:10])[CH:3]=1

Participants

4

Reactant 2

HCID 62493Pivaloyl chlorideHCID 81671304-Bromo-2,5-dimethylaniline

Product 1

HCID 22481232N-(4-Bromo-2,5-xylyl)pivalamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 4-bromo-2,5-xylidine (8 g) in pyridine (60 ml) was added pivaloyl chloride (4.7 ml) at room temperature. After 30 minutes, the mixture was poured into dilute hydrochloric acid/ice solution. The precipitate was filtered and washed with water to give the title product.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with water

Sources & evidence

ORD record
ord-7ad043cfbbac4eb9b74863ae9bf65b7b
Source dataset
uspto-grants-2005_05
Patent number
US06893650B1

Reaction notes

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