Benzyl Bromide → 3-Benzyl-2-(1,3-dioxolan-2-yl)thiazolium bromide

HRID 865940Notes

Reaction equation

HRID 865940 reaction equation
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[S:7][CH:8]=[CH:9][N:10]=1.[CH2:11]([Br:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[Br-:18].[CH2:11]([N+:10]1[CH:9]=[CH:8][S:7][C:6]=1[CH:2]1[O:3][CH2:4][CH2:5][O:1]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 152051582-(1,3-Dioxolan-2-yl)-1,3-thiazole

Product 1

HCID 152051633-Benzyl-2-(1,3-dioxolan-2-yl)thiazolium bromideYield 84.9%

Procedure

A reaction mixture of 3.1 g (19.74 mmol) of 2-(1,3-dioxolan-2-yl)thiazole and 3.38 g (19.74 mmol) of benzyl bromide was heated on a steam-bath with stirring for 6 h. The mixture was cooled to room temperature, triturated with ethyl acetate and decanted to afford 5.5 g (84.9%) of 3-benzyl-2-(1,3-dioxolan-2-yl)thiazolium bromide (Formula VI: A=2-thiazolyl;Y=1,3-dioxolan-2-yl; R1 =R6 =H;Z- =Br-).

Workup

  1. temperaturewas heated on a steam-bath
  2. customtriturated with ethyl acetate
  3. customdecanted

Sources & evidence

ORD record
ord-766b1599ecdd4c31be143b3a4d7dc46d
Source dataset
uspto-grants-1996_10
Patent number
US05569655

Reaction notes

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