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20699-85-8

20699-85-8 Structure

20699-85-8 Structure
IdentificationBack Directory
[Name]

METHYL 5-AMINO-1-BENZOTHIOPHENE-2-CARBOXYLATE
[CAS]

20699-85-8
[Synonyms]

ASISCHEM D48912
ethyl thieno[3,2-f]quinoline-2-carboxylate
ethyl 5-aMinobenzo[b]thiophene-2-carboxylate
METHYL 5-AMINO-1-BENZOTHIOPHENE-2-CARBOXYLATE
methyl 5-aminobenzo[b]thiophene-2-carboxylate
5-Aminothionaphthene-2-carboxylic acid methyl ester
5-AMINO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER
Benzo[b]thiophene-2-carboxylic acid, 5-amino-, methyl ester
[Molecular Formula]

C10H9NO2S
[MDL Number]

MFCD04123924
[MOL File]

20699-85-8.mol
[Molecular Weight]

207.25
Chemical PropertiesBack Directory
[Melting point ]

178-179 ºC
[Boiling point ]

382.8±22.0 °C(Predicted)
[density ]

1.352±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

3.52±0.10(Predicted)
[Appearance]

Light yellow to yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319-H335-H302+H312+H332-H315
[Precautionary statements ]

P261-P271-P280
[Hazard Codes ]

Xn
[Risk Statements ]

20/21/22-36/37/38
[Safety Statements ]

22-26-36/37/39
[HS Code ]

2934999090
Hazard InformationBack Directory
[Definition]

ChEBI: Methyl 5-amino-1-benzothiophene-2-carboxylate is a member of 1-benzothiophenes.
[Synthesis]

5-NITRO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER

20699-86-9

METHYL 5-AMINO-1-BENZOTHIOPHENE-2-CARBOXYLATE

20699-85-8

General procedure for the synthesis of methyl 5-aminobenzothiophene-2-carboxylate from methyl 5-nitrobenzo[b]thiophene-2-carboxylate: to a reaction flask was added methyl 5-nitrobenzo[b]thiophene-2-carboxylate (1 g, 0.004 mol), concentrated nitric acid (20 mL, 0.24 mol) and SnCl2-2H2O (4.85 g, 0.017 mol). The reaction mixture was stirred at 80 °C for 1 h and subsequently cooled to room temperature. The pH of the reaction mixture was adjusted with 10% aqueous sodium hydroxide solution to 9~11. The resulting suspension was filtered and the solid residue was washed with water and methanol sequentially to afford the target product, methyl 5-aminobenzothiophene-2-carboxylate, as a yellow solid in quantitative yield.

[References]

[1] Patent: WO2006/101454, 2006, A1. Location in patent: Page/Page column 45
[2] Bioorganic and Medicinal Chemistry, 2002, vol. 10, # 5, p. 1611 - 1618
[3] Journal of the American Chemical Society, 2000, vol. 122, # 27, p. 6382 - 6394
[4] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 9, p. 963 - 967
[5] Patent: WO2005/42513, 2005, A1. Location in patent: Page/Page column 57-58
Spectrum DetailBack Directory
[Spectrum Detail]

METHYL 5-AMINO-1-BENZOTHIOPHENE-2-CARBOXYLATE(20699-85-8)1HNMR
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