Benzyl Bromide → 3-Benzyl-2-methyl-1,3-benzothiazol-3-ium bromide

HRID 611442Notes

Reaction equation

HRID 611442 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:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(OCC)(=O)C>[Br-:18].[CH2:11]([N+:6]1[C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[S:3][C:2]=1[CH3:1])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 84462-Methylbenzothiazole

Product 1

HCID 127928463-Benzyl-2-methyl-1,3-benzothiazol-3-ium bromide

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 2-methylbenzothiazole (5.0 g, 0.033 mol) and benzyl bromide (40 mL, 0.33 mol) in 250 mL of ethyl acetate was refluxed under nitrogen for 48 hours. Solid had formed. The mixture was filtered and washed with cold ethyl acetate to give 3-benzyl-2-methylbenzothiazol-3-ium bromide as a light yellow solid, mp 230-231° C.

Workup

  1. customSolid had formed
  2. filtrationThe mixture was filtered
  3. washwashed with cold ethyl acetate

Sources & evidence

ORD record
ord-79ed2b70094d4f5d827b3e14d8a7c92e
Source dataset
uspto-grants-1999_12
Patent number
US06001331

Reaction notes

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