Bromine → HCID 86646952, compound

HRID 1929355Notes

Reaction equation

HRID 1929355 reaction equation
[Cl:1][C:2]1[C:7]([F: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][C:14]=1[CH3:20])[CH3:11].[S-:21][C:22]#[N:23].[K+].BrBr>>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[CH:10]([O:12][C:13]1[C:14]([CH3:20])=[CH:15][C:16]2[N:17]=[C:22]([NH2:23])[S:21][C:18]=2[CH:19]=1)[CH3:11]

Participants

4

Reactant 3

HCID 24408BromineHCID 516872Potassium thiocyanateHCID 68513760HCID 68513760, compound

Product 1

HCID 86646952HCID 86646952, compoundYield 17.5%

Procedure

6-[1-(2,6-Dichloro-3-fluorophenyl)ethoxy]-5-methyl-1,3-benzothiazol-2-amine was prepared according to the method described in Example 20d but from 3.12 g of 4-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-3-methylaniline, 3.86 g of potassium thiocyanate and 0.509 cm3 of dibromine. We obtain 0.644 g of 6-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-methyl-1,3-benzothiazol-2-amine in the form of a yellow-coloured solid, which has the following characteristics:

Workup

  1. custom6-[1-(2,6-Dichloro-3-fluorophenyl)ethoxy]-5-methyl-1,3-benzothiazol-2-amine was prepared

Sources & evidence

ORD record
ord-ae8711e4379c43188f2eab205700cbc0
Source dataset
uspto-grants-2012_05
Patent number
US08188078B2

Reaction notes

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