3-Ethyl-2-methyl-1,3-benzothiazol-3-ium bromide → 3-Ethyl-2-methylbenzothiazolium tetracyanoborate

HRID 547879Notes

Reaction equation

HRID 547879 reaction equation
[C:1]([B-:3]([C:8]#[N:9])([C:6]#[N:7])[C:4]#[N:5])#[N:2].[K+].[Br-].[CH2:12]([N+:14]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[S:16][C:15]=1[CH3:23])[CH3:13]>O>[C:1]([B-:3]([C:8]#[N:9])([C:6]#[N:7])[C:4]#[N:5])#[N:2].[CH2:12]([N+:14]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[S:16][C:15]=1[CH3:23])[CH3:13]

Participants

4

Reactant 2

HCID 128599783-Ethyl-2-methyl-1,3-benzothiazol-3-ium bromideHCID 23686396Potassium Tetracyanoborate

Product 1

HCID 866244693-Ethyl-2-methylbenzothiazolium tetracyanoborateYield 89.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

1.64 g (10.66 mmol) of potassium tetracyanoborate, K[B(CN)4], in 5 ml of water are added dropwise with stirring to a solution of 2.76 g (10.69 mmol) of 3-ethyl-2-methylbenzothiazolium bromide in 50 ml of water. The lower liquid phase is extracted a number of times with 50 ml of dichloromethane, and the combined organic phases are dried using Mg2SO4. The solvent is subsequently removed by distillation, and the residue is dried under a reduced pressure of 1.3 Pa and at 60° C., giving 2.78 g of 3-ethyl-2-methylbenzothiazolium tetracyanoborate, corresponding to a yield of 89.1%.

Workup

  1. extractionThe lower liquid phase is extracted a number of times with 50 ml of dichloromethane
  2. customthe combined organic phases are dried
  3. customThe solvent is subsequently removed by distillation
  4. customthe residue is dried under a reduced pressure of 1.3 Pa and at 60° C.

Sources & evidence

ORD record
ord-fa02857ed4be4dbaa5305a448548728b
Source dataset
uspto-grants-2011_05
Patent number
US07939644B2

Reaction notes

Loading…