Benzene → HCID 69978805, compound

HRID 395916Notes

Reaction equation

HRID 395916 reaction equation
[CH2:1]([P:5]([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:2][CH2:3][CH3:4].[Cl:14]C[C:16]1[N:17]=[C:18]([CH3:21])[S:19][CH:20]=1.[CH:22]1C=CC=CC=1>>[Cl-:14].[CH3:21][C:18]1[S:19][CH:20]=[C:16]([CH:10]([P+:5]([CH3:22])([CH2:1][CH2:2][CH2:3][CH3:4])[CH2:6][CH2:7][CH2:8][CH3:9])[CH2:11][CH2:12][CH3:13])[N:17]=1

Participants

4

Reactant 3

HCID 241BenzeneHCID 13831TributylphosphineHCID 7363414-(Chloromethyl)-2-methyl-1,3-thiazole

Product 1

HCID 69978805HCID 69978805, compoundYield 97%

Procedure

Tri-n-butylphosphane (38 ml, 0.156 mol) was added to a solution of 4-chloromethyl-2-methylthiazole (23 g, 0.156 mol) in anhydrous benzene (200 ml) under argon, and the solution was heated to boiling for 8 hours. Then, it was concentrated by evaporation in a vacuum, the residue was dried for 30 more minutes at 0.01 Torr, and the phosphonium salt was brought to crystallization by trituration with dry diethyl ether. 53 g (97%) of the title compound was obtained as colorless, hygroscopic crystals.

Workup

  1. temperaturethe solution was heated
  2. concentrationThen, it was concentrated by evaporation in a vacuum
  3. customthe residue was dried for 30 more minutes at 0.01 Torr
  4. customthe phosphonium salt was brought to crystallization by trituration with dry diethyl ether

Sources & evidence

ORD record
ord-17a80b3b8c7f4bbea2bb1ad84e9bd844
Source dataset
uspto-grants-2003_08
Patent number
US06605726B1

Reaction notes

Loading…