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2(3H)-Benzothiazolethione,6-methoxy-(9CI)

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2(3H)-Benzothiazolethione,6-methoxy-(9CI) Basic information

Product Name:
2(3H)-Benzothiazolethione,6-methoxy-(9CI)
Synonyms:
  • 2(3H)-Benzothiazolethione,6-methoxy-(9CI)
  • 2-Mercapto-6-methoxybenzothiazole
  • 2(3H)-Benzothiazolethione,6-Methoxy
  • 6-Methoxybenzo[d]thiazole-2(3H)-thione
  • 6-methoxy-3H-1,3-benzothiazole-2-thione
  • 6-Methoxybenzothiazole-2-thiol
CAS:
2182-73-2
MF:
C8H7NOS2
MW:
197.28
Product Categories:
  • BENZOTHIAZOLE
Mol File:
2182-73-2.mol
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2(3H)-Benzothiazolethione,6-methoxy-(9CI) Chemical Properties

Melting point:
205 °C
Boiling point:
348.9±44.0 °C(Predicted)
Density 
1.44
storage temp. 
2-8°C
pka
9.57±0.20(Predicted)
Appearance
Off-white to gray Solid
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Safety Information

HS Code 
2934208090
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2(3H)-Benzothiazolethione,6-methoxy-(9CI) Usage And Synthesis

Uses

2(3H)-Benzothiazolethione,6-methoxy-(9CI) is a synthetic organic compound which is used as a reagent in organic synthesis.

Synthesis

75-15-0

7732-36-7

2182-73-2

To a reaction flask was added 4,4'-dimethoxy-2,2'-dithiobisbenzenamine (123.11 mg, 0.411 mmol) and NaHS (11.2 mg, 0.2 mmol), followed by the addition of 2.5 mL of H2O as reaction solvent. Carbon disulfide (97 μL, 1.6 mmol) was then injected and the reaction mixture was stirred at 80 °C for 4 hours. After the completion of the reaction was confirmed by thin layer chromatography (TLC) analysis, the reaction mixture was cooled to room temperature. Extraction was carried out with ethyl acetate and the crude product was obtained by combining the organic phases and concentrating under reduced pressure. The crude product was purified by silica gel column chromatography (200-300 mesh) with gradient elution using dichloromethane as eluent to afford 6-methoxy-2-mercaptobenzothiazole white powder (158 mg, 83.8% yield). The purity of the product was more than 99%, and the melting point was 203-204°C. The product was purified by using dichloromethane as the eluent.

References

[1] Patent: CN105949147, 2016, A. Location in patent: Paragraph 0077; 0078

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