ChemicalBook CAS DataBase List 2-(5-BROMOTHIEN-2-YL)ETHANAMINE HYDROBROMIDE

2-(5-BROMOTHIEN-2-YL)ETHANAMINE HYDROBROMIDE synthesis

6synthesis methods

Product Name:2-(5-BROMOTHIEN-2-YL)ETHANAMINE HYDROBROMIDE
CAS Number:86423-64-5
Molecular formula:C6H8BrNS
Molecular Weight:206.1

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2-(5-BROMOTHIEN-2-YL)ETHANAMINE HYDROBROMIDE

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Yield:-

Reaction Conditions:

Stage #1: 2-bromo-5-(2-nitro-vinyl)-thiophenewith lithium borohydride;chloro-trimethyl-silane in tetrahydrofuran at 20; for 48.3333 h;Inert atmosphere;
Stage #2: with methanol in tetrahydrofuran at 20;Inert atmosphere;

Steps:

14.2

Dry THF (30mL) and chloro trimethyl silane (12.42mL, 98.24mmol) were added dropwise to L1BH₄ (1.128g, 51.28mmol) over a period of 10 minutes under nitrogen atmosphere. This was followed by dropwise addition of 2-bromo-5-(2-nitro- vinyl)-thiophene (I- 14a: 3g, 12.82mmoi) in dry THF (30mL) over a period of 20 minutes and the resulting mixture was stirred at room temperature for 48 hours. The reaction was monitored by TLC (10% methanol in CHCI3). The reaction mixture was quenched with methanol and concentrated to afford 6.2g of the crude product which was used in the next step without further purification.1H NMR (DMSO-D6, 300 MHz): δ 9.0-8.5 (br s, 2H), 7.0 (d, 1H), 6.8 (d, 1H), 3.28-3.06 (m, 2H), 3.02-2.82 (m, 2H)

References:

WO2012/35078,2012,A1 Location in patent:Page/Page column 62

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86423-64-5
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References

885279-60-7 Synthesis