Triphenylphosphine → HCID 10884647, compound

HRID 2221602Notes

Reaction equation

HRID 2221602 reaction equation
[Cl:1][CH2:2][C:3]1[N:4]=[C:5]([CH:8]([CH3:10])[CH3:9])[S:6][CH:7]=1.[C:11]1([P:17]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(#N)C>[Cl-:1].[CH:8]([C:5]1[S:6][CH:7]=[C:3]([CH2:2][P+:17]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:4]=1)([CH3:10])[CH3:9]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 27631934-(Chloromethyl)-2-isopropyl-1,3-thiazole

Product 1

HCID 10884647HCID 10884647, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 4-chloromethyl-2-isopropyl-1,3-thiazole (6.30 g), triphenylphosphine (9.42 g) and acetonitrile (200 mL) was heated under reflux for 15 hrs. After concentration of the reaction mixture, the precipitated crystals were washed with diethyl ether to give [(2-isopropyl-1,3-thiazol-4-yl)methyl]triphenylphosphonium chloride as colorless crystals (13.21 g, yield 84%). Recrystallization from acetonitrile-diethyl ether gave colorless prism crystals. melting point: 246-247° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 15 hrs
  3. washAfter concentration of the reaction mixture, the precipitated crystals were washed with diethyl ether

Sources & evidence

ORD record
ord-688bf6fe260f4f07be9812319b41f1ec
Source dataset
uspto-grants-2008_05
Patent number
US07368578B2

Reaction notes

Loading…