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5-METHOXYBENZOTHIAZOLE

Product Name
5-METHOXYBENZOTHIAZOLE
CAS No.
2942-14-5
Chemical Name
5-METHOXYBENZOTHIAZOLE
Synonyms
5-METHOXYBENZOTHIAZOLE;Benzothiazole,5-Methoxy-;5-Methoxybenzo[d]thiazole;5-Methoxy-1,3-benzothiazol;5-Methoxy-1,3-benzothiazole;Benzothiazole, 5-methoxy- (7CI,8CI,9CI)
CBNumber
CB6271174
Molecular Formula
C8H7NOS
Formula Weight
165.21
MOL File
2942-14-5.mol
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5-METHOXYBENZOTHIAZOLE Property

Melting point:
38.5-39 °C(Solv: benzene (71-43-2))
Boiling point:
274.4±13.0 °C(Predicted)
Density 
1.268±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
1.44±0.10(Predicted)
Appearance
Colorless to light yellow Liquid
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Safety

HS Code 
29342000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
M331795
Product name
5-Methoxybenzo[d]thiazole
Packaging
100mg
Price
$60
Updated
2021/12/16
AK Scientific
Product number
2987AB
Product name
5-Methoxybenzo[d]thiazole
Packaging
100mg
Price
$93
Updated
2021/12/16
AK Scientific
Product number
2987AB
Product name
5-Methoxybenzo[d]thiazole
Packaging
250mg
Price
$118
Updated
2021/12/16
AK Scientific
Product number
2987AB
Product name
5-Methoxybenzo[d]thiazole
Packaging
1g
Price
$253
Updated
2021/12/16
Apolloscientific
Product number
OR55451
Product name
5-Methoxy-1,3-benzothiazole
Purity
95%
Packaging
250mg
Price
$290
Updated
2021/12/16
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5-METHOXYBENZOTHIAZOLE Chemical Properties,Usage,Production

Uses

5-Methoxybenzo[d]thiazole is used as a reactant in the preparation of 3R)-3-amino-4-(2,4,5-trifluorophenyl)-N-{4-[6-(2-methoxyethoxy)benzothiazol-2-yl]tetrahydropyran-4-yl}butanamides as a potent dipeptidyl peptidase IV inhibitors.

Synthesis

54346-87-1

2942-14-5

General procedure for the synthesis of 5-methoxybenzo[d]thiazole from 5-methoxy-2-benzothiazolamine: 5-methoxybenzo[d]thiazol-2-amine (397 mg, 2.2 mmol) was dissolved in tetrahydrofuran (THF, 16 mL). Tert-butyl nitrite (0.375 mL, 3.17 mmol) was slowly added to the solution at 60 °C and the reaction mixture was continuously stirred overnight. Upon completion of the reaction, the solvent was removed by rotary evaporator. The crude product obtained was purified by silica gel column chromatography (SNAP 10 g column, eluent was hexane/ethyl acetate mixed solvent) to finally obtain 5-methoxybenzo[d]thiazole (281 mg, 77.3% yield) as a yellow solid.

References

[1] Patent: JP2016/124812, 2016, A. Location in patent: Paragraph 0376
[2] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 6, p. 1976 - 1980

5-METHOXYBENZOTHIAZOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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2942-14-5, 5-METHOXYBENZOTHIAZOLERelated Search:

5-Methoxy-2-methylbenzothiazole 5,6-DIMETHOXY-2-METHYL-BENZOTHIAZOLE 2-MERCAPTO-5-METHOXYBENZOTHIAZOLE Benzothiazole, 2-chloro-5-methoxy- (6CI,7CI,8CI,9CI) 5-METHOXY-2-METHYL-3-(3-SULFOPROPYL)BENZOTHIAZOLIUM INNER SALT 2-METHYL-5-METHOXY-6-METHYLTHIO BENZOTHIAZOLE 5-METHOXY-1,3-BENZOTHIAZOL-2-AMINE Benzothiazole, 5-ethoxy-2,6-dimethyl- (9CI) 3-CARBOXYETHYL-2-(2-((3-CARBOXYETHYL-5-METHYL-6-METHOXY-2-BENZOTHIAZOLINYLIDENE) METHYL)-1-BUTENYL)-5-METHYL-6-METHOXY BENZOTHIAZOLIUM IODIDE 3-ETHYL-2-[5-(3-ETHYL-5-METHOXY-6-METHYL MERCAPTO-2-BENZOTHIAZOLINYLIDENE)-1,3-PENTADIENYL)-5-METHOXY-6-METHYLMERCAPTO-BENZOTHIAZOLIUM PARATOLUENESULFONATE 5-METHOXY-3-(3-SULFOPROPYL)-2-[(1-6-METHYL-(3-SULFOPROPYL)-2(1H)-QUINOLYLIDENE)METHYL]BENZOTHIAZOLIUM INNER SALT POTASSIUM SALT TRIHYDRATE 3-CARBOXYETHYL-2-(2-((3-CARBOXYETHYL-5-METHYL-6-METHOXY-2-BENZOTHIAZOLINYLIDENE) METHYL)-1-BUTENYL)-5-METHYL-6-METHOXY BENZOTHIAZOLIUM BROMIDE 3-(2-HYDROXYETHYL)-2-[2-[[3-(2-HYDROXYETHYL)-5-METHOXY-2-BENZOTHIAZOLYLIDENE]METHYL]-1-BUTENYL]-5-METHOXYBENZOTHIAZOLIUM TOSYLATE 3-ETHYL-2-(3-(3-ETHYL-5,6-METHYLENEDIOXY-2-BENZOTHIAZOLINYLIDENE)-1-PROPENYL-5,6-METHYLENEDIOXY) BENZOTHIAZOLIUM ETHYL SULFATE 3-(3-SULFOPROPYL)-2-([5-METHOXY-3-(3-SULFOPROPYL)-2,3-DIHYDRO-BENZOTHIAZOL-2-YLIDNE]METHYL)-NAPHTHO[1,2-D]-THIAZOLIUM INNER SALT TRIETHYLAMMONIUM SALT 3-ETHYL-2-(2-METHOXY-5-(3-ETHYL-5,6-METHYLENEDIOXY BENZOTHIAZOLINYLIDENE)-1,3-PENTADIENYL)-5,6-METHYLENEDIOXY BENZOTHIAZOLIUM BROMIDE 5-METHOXY-3-(3-SULFOPROPYL)-2-(2-[(5-METHOXY-3-(3-SULFOPROPYL)-2,3-DIHYDRO-BENZOTHIAZOL-2-YLIDENE)METHYL]-1-BUTENYL)-BENZOTHIAZOLIUM INNER SALT PYRIDINIUM SALT AURORA KA-327

  • 5-METHOXYBENZOTHIAZOLE
  • Benzothiazole,5-Methoxy-
  • 5-Methoxybenzo[d]thiazole
  • Benzothiazole, 5-methoxy- (7CI,8CI,9CI)
  • 5-Methoxy-1,3-benzothiazol
  • 5-Methoxy-1,3-benzothiazole
  • 2942-14-5
  • BENZOTHIAZOLE