Propargyl bromide → 2-Methyl-3-(prop-2-yn-1-yl)-1,3-benzothiazol-3-ium bromide

HRID 1764071Notes

Reaction equation

[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[CH2:11]([Br:14])[C:12]#[CH:13]>>[Br-:14].[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N+:6]=1[CH2:13][C:12]#[CH:11]

Participants

Reactant 2

HCID 7842Propargyl bromide

HCID 84462-Methylbenzothiazole

Product 1

HCID 1824102-Methyl-3-(prop-2-yn-1-yl)-1,3-benzothiazol-3-ium bromideYield 69.1%

Procedure

14.9 g of 2-methylbenzothiazole and 12.5 g of propargyl bromide were heated at 80 to 100° C on a hot water bath for 3 hours. The precipitated crystals were washed with acetone to obtain 18.5 g of 2-methyl-3-propargylbenzothiazolium bromide, m.p. 214°- 215° C.

Workup

washThe precipitated crystals were washed with acetone

Sources & evidence

ORD record: ord-37403f30011943bb856ddb50a5d1e7c0
Source dataset: uspto-grants-1978_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04115122

Reaction notes

Loading…