N-(4-METHYLPHENYL)-1,3-BENZOTHIAZOL-2-AMINE synthesis
- Product Name:N-(4-METHYLPHENYL)-1,3-BENZOTHIAZOL-2-AMINE
- CAS Number:70785-26-1
- Molecular formula:C14H12N2S
- Molecular Weight:240.32
Yield:70785-26-1 94%
Reaction Conditions:
with triethylamine in dimethyl sulfoxide at 80; for 8 h;
Steps:
2.3. General procedure for the synthesis of 2-aminobenzothiazoles
General procedure: A mixture of 2-halobenzenamine (1.0 mmol), isothiocyanate (1.2 mmol), Et3N (2.0 mmol) and MCM-41-2N-CuSO4 (0.0025 mmol) in DMSO (2 mL) was stirred under an air atmosphere at 80 °C for 5-24 h. After completion of the reaction as indicated by TLC, the mixture was cooled to room temperature. The solution was diluted with ethyl acetate (30 mL ) and filtered. The catalyst was washed with ethyl acetate (2 × 5 mL) and Et2O (2 × 5 mL) and reused in the next run. The organic layer was washed with water (2 × 10 mL) and dried over anhydrous Na2SO4. After evaporating under vacuum, the residue was purified by flash chromatography on silica gel (petroleum/ethyl acetate = 10:1 to 4:1) to provide the corresponding pure product 3.
References:
Xiao, Ruian;Hao, Wenyan;Ai, Jinting;Cai, Ming-Zhong [Journal of Organometallic Chemistry,2012,vol. 705,p. 44 - 50] Location in patent:experimental part
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