2-MERCAPTO-5-METHOXYBENZOTHIAZOLE Chemical Properties

Melting point:

190-193°C

Boiling point:

340.8±44.0 °C(Predicted)

Density 

1.44±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

9.27±0.20(Predicted)

color 

Light yellow to Yellow to Orange

Water Solubility 

Insoluble in water.

BRN 

142225

Safety Information

Safety Statements 

22-24/25

HS Code 

2934.20.8000

HazardClass 

IRRITANT

MSDS

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2-MERCAPTO-5-METHOXYBENZOTHIAZOLE Usage And Synthesis

Uses

2-Mercapto-5-methoxybenzothiazole is used as an intermediate in organic synthesis.

Synthesis

General procedure for the synthesis of 2-mercapto-5-methoxybenzothiazole from 4-chloro-3-nitroanisole: 244 g of sodium polysulfide solution was mixed with 30 g of 1-chloro-4-methoxy-2-nitrobenzene, followed by the addition of 20 mL of carbon disulfide and continuous stirring. The reaction mixture was heated to reflux and maintained for about 5 hours, during which time a yellow solid precipitate was observed to form. Upon completion of the reaction, the mixture was filtered and the filtrate was diluted to 1000 mL with water to obtain an orange-yellow solution. The solution was neutralized to neutral with 6 M hydrochloric acid, at which point a light yellow solid precipitated. The solid product was collected by filtration, washed well with water and dried. Finally, 29.4 g of the target product 2-mercapto-5-methoxybenzothiazole was obtained in 93.1% yield.

References

[1] Patent: US2010/292285, 2010, A1. Location in patent: Page/Page column 2; 3
[2] Patent: US5451594, 1995, A

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