| Identification | Back Directory | [Name]
1-Benzothiophen-5-amine | [CAS]
20532-28-9 | [Synonyms]
IFLAB-BB F0817-0001
5-Aminobenzothiophen
5-Aminothionaphthene
benzothiophen-5-amine
5-AMINOBENZOTHIOPHENE
1-BENZOTHIOPHEN-5-AMINE
5-Benzo[b]thiophenamine
5-Aminebenzo[b]thiophene
5-Aminobenzo[b]thiophene
benzo[b]thiophen-5-amine
Benzo[b]thiophene-5-amine
BENZO[B]THIOPHEN-5-YLAMINE
4-(4-PENTYLCYCLOHEXYL)PHENOL
1-Benzothiophen-5-amine, 95+%
1-BENZOTHIEN-5-YLAMINE HYDROCHLORIDE
1-Benzothiophen-5-amine ISO 9001：2015 REACH
1-Benzothiophen-5-amine, 5-Amino-1-benzothiophene | [Molecular Formula]
C8H7NS | [MDL Number]
MFCD04115381 | [MOL File]
20532-28-9.mol | [Molecular Weight]
149.21 |
| Chemical Properties | Back Directory | [Melting point ]
72 °C | [Boiling point ]
313.1±15.0 °C(Predicted) | [density ]
1.294±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
solid | [pka]
4.10±0.10(Predicted) | [color ]
Light brown to brown |
| Hazard Information | Back Directory | [Definition]
ChEBI: 1-Benzothiophen-5-amine is a member of 1-benzothiophenes. | [Synthesis]
General procedure for the synthesis of 5-aminobenzo[b]thiophene from 5-nitrobenzo[b]thiophene: A mixture of 5-nitrobenzo[b]thiophene (3.09 g, 17.0 mmol) with 10% palladium carbon catalyst (Aldrich, Catalog No. 20,569-9) (150 mg) in ethanol (90 mL) was placed in a Parr reaction flask. The hydrogenation reaction was carried out under hydrogen atmosphere at 3 bar with continuous shaking for 16 hours. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad and the filter cake was washed with ethanol (2 x 30 mL). The combined filtrates were concentrated under reduced pressure to afford benzo[b]thiophen-5-amine (2.57 g, 100% yield) as a dark purple amorphous solid. Its 1H NMR (CDCl3, 400 MHz) data were as follows: δ 3.70 (broad single peak, 2H), 6.78 (double peak, J = 8.61, 1.96 Hz, 1H), 7.10 (double peak, J = 2.35 Hz, 1H), 7.14 (double peak, J = 5.09 Hz, 1H), 7.38 (double peak, J = 5.48 Hz, 1H), and 7.63 (double peak, J = 8.61 Hz, 1H). | [References]
[1] Patent: WO2006/66172, 2006, A1. Location in patent: Page/Page column 27
[2] Synthetic Communications, 1991, vol. 21, # 7, p. 959 - 964
[3] Journal of Medicinal Chemistry, 2002, vol. 45, # 19, p. 4128 - 4139
[4] Proceedings - Indian Academy of Sciences, Section A, 1952, # 36, p. 405,408
[5] Journal of the American Chemical Society, 1955, vol. 77, p. 5939,5943 |
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