Bromomethyl 4-methoxyphenyl ketone → HCID 23371593, compound

HRID 1757390Notes

Reaction equation

HRID 1757390 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH2:12][S:11][C:10](=[O:13])[NH:9][N:8]=2)=[CH:3][CH:2]=1.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([CH2:24][Br:25])=[O:23])=[CH:18][CH:17]=1>C(O)C>[Br-:25].[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([CH2:24][N+:1]2[CH:2]=[CH:3][C:4]([C:7]3[CH2:12][S:11][C:10](=[O:13])[NH:9][N:8]=3)=[CH:5][CH:6]=2)=[O:23])=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 4965Bromomethyl 4-methoxyphenyl ketoneHCID 233716285-(Pyridin-4-yl)-3,6-dihydro-2H-1,3,4-thiadiazin-2-one

Product 1

HCID 23371593HCID 23371593, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-(4-Pyridyl)-3H,6H-1,3,4-thiadiazin-2-one (386 mg, 2 mmol) and 4'-methoxyphenacyl bromide (550 mg, 2.4 mmol) were dissolved in absolute ethanol (6 ml), refluxed for three hours and then stirred at room temperature overnight. The resulting precipitate was collected by filtration and washed with absolute ethanol to obtain the titled compound (814 mg) as light brown powder.

Workup

  1. temperaturerefluxed for three hours
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with absolute ethanol

Sources & evidence

ORD record
ord-86cc371cb75248abad973ccf53d37837
Source dataset
uspto-grants-1995_08
Patent number
US05446042

Reaction notes

Loading…