Bromine → 6-[1-(2,3,6-Trichlorophenyl)ethoxy]-1,3-benzothiazol-2-amine

HRID 1929351Notes

Reaction equation

HRID 1929351 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[CH:10]([O:12][C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=1)[CH3:11].[S-:20][C:21]#[N:22].[K+].BrBr>>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[CH:10]([O:12][C:13]1[CH:14]=[CH:15][C:16]2[N:17]=[C:21]([NH2:22])[S:20][C:18]=2[CH:19]=1)[CH3:11]

Participants

4

Reactant 3

HCID 24408BromineHCID 516872Potassium thiocyanateHCID 685133154-[1-(2,3,6-Trichlorophenyl)ethoxy]aniline

Product 1

HCID 866469496-[1-(2,3,6-Trichlorophenyl)ethoxy]-1,3-benzothiazol-2-amineYield 100%

Procedure

6-[1-(2,3,6-Trichlorophenyl)ethoxy]-1,3-benzothiazol-2-amine was prepared according to the method described in Example 20d but from 1.5 g of 4-[1-(2,3,6-trichlorophenyl)ethoxy]aniline, 1.84 g of potassium thiocyanate and 0.243 cm3 of dibromine. We obtain 1.77 g of 6-[1-(2,3,6-trichlorophenyl)ethoxy]-1,3-benzothiazol-2-amine in the form of an orange-coloured resin, which has the following characteristics:

Workup

  1. custom6-[1-(2,3,6-Trichlorophenyl)ethoxy]-1,3-benzothiazol-2-amine was prepared

Sources & evidence

ORD record
ord-7b03eee6f3b04f08b370d48250495158
Source dataset
uspto-grants-2012_05
Patent number
US08188078B2

Reaction notes

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