2(3H)-Benzothiazolethione,7-chloro-(9CI) Chemical Properties

Melting point:

245-247 °C

Boiling point:

326.2±44.0 °C(Predicted)

Density 

1.60±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

8.86±0.20(Predicted)

Appearance

White to off-white Solid

Safety Information

HS Code 

2934208090

2(3H)-Benzothiazolethione,7-chloro-(9CI) Usage And Synthesis

Uses

7-Chlorobenzo[d]thiazole-2(3H)-thione is a useful reactant for the chlorination of 2-?mercaptobenzothiazoles using sulfuryl chloride?/water.

Synthesis

General procedure for the synthesis of 7-chlorobenzo[d]thiazole-2(3H)-thione from 3-chloro-2-fluoroaniline and potassium ethylxanthate: 3-chloro-2-fluoroaniline (>3 g, 1.0 eq.) and potassium ethylxanthate (1.5-1.7 eq.) were added to a round bottom flask. The mixture was dissolved in N,N-dimethylformamide (DMF, 10 v/v), heated to 120-130 °C, and the reaction was carried out until 3-chloro-2-fluoroaniline was completely consumed (monitored by TLC, reaction time 3-14 h). After completion of the reaction, the reaction mixture was cooled to room temperature and filtered. The filtrate was diluted with deionized water (50 v/v) and the pH was adjusted to 1-2 with 2M aqueous hydrochloric acid.The precipitated solid was collected by filtration, washed with deionized water and dried to give 7-chlorobenzo[d]thiazole-2(3H)-thione in pure form.

References

[1] Synthesis (Germany), 2018, vol. 50, # 10, p. 2027 - 2032

2(3H)-Benzothiazolethione,7-chloro-(9CI)(1849-73-6)Related Product Information

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