Bromine → HCID 86646951, compound

HRID 1929354Notes

Reaction equation

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

Participants

Reactant 3

HCID 24408Bromine

HCID 516872Potassium thiocyanate

HCID 68515214HCID 68515214, compound

Product 1

HCID 86646951HCID 86646951, compoundYield 61%

Procedure

5-Chloro-6-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-1,3-benzothiazol-2-amine was prepared according to the method described in Example 20d but from 1.19 g of 3-chloro-4-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]aniline, 1.38 g of potassium thiocyanate and 0.182 cm3 of dibromine. We obtain 0.85 g of 5-chloro-6-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-1,3-benzothiazol-2-amine in the form of a yellow-coloured solid, which has the following characteristics:

Workup

custom5-Chloro-6-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-1,3-benzothiazol-2-amine was prepared

Sources & evidence

ORD record: ord-c1a93f97dd26410bb81d254473047699
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188078B2

Reaction notes

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