Triethyl phosphite → Diethyl{4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methylphosphonate

HRID 460016

Reaction equation

HRID 460016 reaction equation
Br[CH2:2][C:3]1[S:7][C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)=[N:5][C:4]=1[CH3:18].[CH2:19]([O:21][P:22]([O:26]CC)[O:23][CH2:24][CH3:25])[CH3:20]>>[CH2:19]([O:21][P:22]([CH2:2][C:3]1[S:7][C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)=[N:5][C:4]=1[CH3:18])(=[O:26])[O:23][CH2:24][CH3:25])[CH3:20]

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 27946295-(Bromomethyl)-4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazole2×

Product 1

HCID 86592483Diethyl{4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methylphosphonate

Conditions

Temperature
150 °C

Procedure

A mixture of 5-(bromomethyl)-4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazole (intermediate 3, 1.48 g) and triethylphosphite (1.5 ml) was heated under nitrogen at 150° C. for 1 hour. The mixture was allowed to cool and excess triethylphosphite was removed under reduced pressure. This gave the title compound as a yellow solid.

Workup

  1. temperatureto cool
  2. customexcess triethylphosphite was removed under reduced pressure

Sources & evidence

ORD record
ord-2bba9d4b39564aca80ec509faa4d516e
Source dataset
uspto-grants-2007_03
Patent number
US07196107B2

Linked notes

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