Water → HCID 20080807, compound

HRID 1653847Notes

Reaction equation

HRID 1653847 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13](=[O:14])[CH:12]=[C:11]([CH3:15])[N:10]([CH3:16])[C:9]=2[CH3:17])=[CH:4][CH:3]=1.[Br:18]Br.O>C(O)(=O)C>[Br:18][C:12]1[C:13](=[O:14])[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)=[C:9]([CH3:17])[N:10]([CH3:16])[C:11]=1[CH3:15]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 20080815HCID 20080815, compound

Product 1

HCID 20080807HCID 20080807, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a stirred solution of 3-(4-chlorophenyl)-1,2,6-trimethylpyridin-4-one (0.5 g) in acetic acid (5 ml) was added dropwise a solution of bromine (0.1 ml) in acetic acid (1 ml). After 5 min the mixture was poured into water. The solid was filtered off, washed with water and recrytallised from ethanol (10 ml) to give the desired compound (0.25 g), m.p. 264°-266°, NMR δH (CDCl3) 7.3-7.4 (2H, m), 7.05-7.2 (2H, m), 6.95-7.12 (4H, m), 3.65 (3H, s), 2.7 (3H, s), 2.2. (3H, s).

Workup

  1. filtrationThe solid was filtered off
  2. washwashed with water

Sources & evidence

ORD record
ord-584650fb837248678b9ea851f7561a84
Source dataset
uspto-grants-1995_04
Patent number
US05403934

Reaction notes

Loading…