Benzothiazole → 3-(Prop-2-yn-1-yl)-1,3-benzothiazol-3-ium bromide

HRID 1764070Notes

Reaction equation

HRID 1764070 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[CH2:10]([Br:13])[C:11]#[CH:12]>>[Br-:13].[CH2:12]([N+:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[S:1][CH:2]=1)[C:11]#[CH:10]

Participants

3

Reactant 2

HCID 7222BenzothiazoleHCID 7842Propargyl bromide

Product 1

HCID 1824123-(Prop-2-yn-1-yl)-1,3-benzothiazol-3-ium bromideYield 82.7%

Procedure

13.5 g of benzothiazole was mixed with 13.1 g of propargyl bromide. The mixture was heated at 80° to 100° C for one hour on a hot water bath to solidify it. After cooling to room temperature (about 20°- 30° C), the solid was washed with acetone to give 21 g of 3-propargylbenzothiazolium bromide, m.p. 209°- 210° C.

Workup

  1. temperatureThe mixture was heated at 80° to 100° C for one hour on a hot water bath
  2. washthe solid was washed with acetone

Sources & evidence

ORD record
ord-294594954b2c40538c7d4c40be44afab
Source dataset
uspto-grants-1978_09
Patent number
US04115122

Reaction notes

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