2-Mercapto-5-methoxybenzothiazole

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2-Mercapto-5-methoxybenzothiazole Basic information
Product Name:2-Mercapto-5-methoxybenzothiazole
Synonyms:5-METHOXYBENZOTHIAZOLE-2-THIOL;5-methoxybenzothiazole-2(3H)-thione;2-MERCAPTO-5-METHOXYBENZOTHIAZOLE 98+%;2(3H)-Benzothiazolethione,5-methoxy-(9CI);5-Methoxy-2(3H)-benzothiazolethione;5-Methoxy-2-benzothiazolethiol;5-Methoxy-2-mercaptobenzothiazole;5-Methoxybenzo[d]thiazole-2(3H)-thione
CAS:55690-60-3
MF:C8H7NOS2
MW:197.28
EINECS:259-755-1
Product Categories:BENZOTHIAZOLE
Mol File:55690-60-3.mol
2-Mercapto-5-methoxybenzothiazole Structure
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
pka9.27±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 Information
ProviderLanguage
ALFA English
2-Mercapto-5-methoxybenzothiazole Usage And Synthesis
Uses2-Mercapto-5-methoxybenzothiazole is used as an intermediate in organic synthesis.
Synthesis
4-Chloro-3-nitroanisole

10298-80-3

2-MERCAPTO-5-METHOXYBENZOTHIAZOLE

55690-60-3

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
2-Mercapto-5-methoxybenzothiazole Preparation Products And Raw materials
Raw materials4-Chloro-3-nitroanisole-->Carbon disulfide-->Hydrochloric acid
Preparation Products2(3H)-Benzothiazolethione,5-hydroxy-(9CI)
Tag:2-Mercapto-5-methoxybenzothiazole(55690-60-3) Related Product Information
Benzothiazole Coumarin 6 5-Methoxybenzothiazole 5-Methoxy-2-methylthio-3-(3-sulfopropyl)benzothiazolium betaine 2-Mercapto-5-methoxybenzothiazole 2-Mercaptobenzothiazole