ChemicalBook--->CAS DataBase List--->2942-14-5

2942-14-5

2942-14-5 Structure

2942-14-5 Structure
IdentificationBack Directory
[Name]

5-METHOXYBENZOTHIAZOLE
[CAS]

2942-14-5
[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)
[Molecular Formula]

C8H7NOS
[MDL Number]

MFCD06659660
[MOL File]

2942-14-5.mol
[Molecular Weight]

165.21
Chemical PropertiesBack Directory
[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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
[HS Code ]

29342000
Hazard InformationBack Directory
[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]

5-METHOXY-1,3-BENZOTHIAZOL-2-AMINE

54346-87-1

5-METHOXYBENZOTHIAZOLE

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
Spectrum DetailBack Directory
[Spectrum Detail]

5-METHOXYBENZOTHIAZOLE(2942-14-5)1HNMR
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