Hydrochloric Acid → HCID 178527757, compound

HRID 1944686Notes

Reaction equation

HRID 1944686 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5](F)=[C:6]([NH2:8])[CH:7]=1.CCO[C:13]([S-:15])=[S:14].[K+].Cl>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:14][C:13]([SH:15])=[N:8][C:6]=2[CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 2735045Potassium ethylxanthateHCID 27694075-Bromo-2-fluoroaniline

Product 1

HCID 178527757HCID 178527757, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
140 °C

Procedure

To a solution of 5-bromo-2-fluorobenzenamine (200 mg, 1.28 mmol) in N-methyl-2-pyrrolidine (1.5 mL) was added potassium o-ethyl carbonodithioate (410 mg, 2.56 mmol). The mixture was heated at 140° C. for 2 h. The reaction mixture was poured into a large amount of water, acidified with concentrated hydrochloric acid, and filtered to give 5-bromo-benzothiazole-2-thiol 300 mg (95%).

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-eafcaf284cb44ca59592d8346d056bc4
Source dataset
uspto-grants-2013_03
Patent number
US08394842B2

Reaction notes

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