8H-INDENO[1,2-D][1,3]THIAZOL-2-AMINE synthesis
- Product Name:8H-INDENO[1,2-D][1,3]THIAZOL-2-AMINE
- CAS Number:85787-95-7
- Molecular formula:C10H8N2S
- Molecular Weight:188.25
Yield:85787-95-7 63%
Reaction Conditions:
Stage #1: inden-1-one;thioureawith iodine in ethanol; for 8 h;Reflux;
Stage #2: with sodium hydroxide
Steps:
General Method I. Preparation of Thiazoles
General procedure: Thiourea (17 mmol)was added to a solution of substituted ketones (6 mmol) in 30 ml ofabsolute ethanol. The mixture was refluxed for 8 hours, which resultedin 2-aminothiazole hydrobromide salts. The 2-aminothiazolewas obtainedby treating the hydrobromide salt with 2M NaOH (5 ml) and extractingwith ethyl acetate. The crude residue was concentrated, reconstitutedin a methanol-water mixture (99:1), treated with charcoal, andrecrystallized.
References:
Coleman, Nichole;Brown, Brandon M.;Oliván-Viguera, Aida;Singh, Vikrant;Olmstead, Marilyn M.;Valero, Marta Sofia;K?hler, Ralf;Wulff, Heike [Molecular Pharmacology,2014,vol. 86,# 3,p. 342 - 357]
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