5-ISOCYANATO-2-METHYL-PYRIDINE synthesis
- Product Name:5-ISOCYANATO-2-METHYL-PYRIDINE
- CAS Number:732245-99-7
- Molecular formula:C7H6N2O
- Molecular Weight:134.14
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Yield: 77%
Reaction Conditions:
with diphenyl phosphoryl azide;triethylamine in toluene at 20; for 4 h;
Steps:
19 Intermediate 19: Preparation of 5-isocyanato-2-methylpyridine
To a stirred solution of 6-methylnicotinic acid (1.0 g, 7.299 mmol, 1.0 eq) in toluene (15 ml) was added triethylamine (0.88 g, 8.759 mmol, 1.2 eq) and DPPA (2.4 g, 8.759 mmol, 1.2 eq). The reaction mixture was stirred at room temperature for about 4 hours. TLC indicated starting material was consumed and the desired product was observed. The reaction mixture was concentrated to dryness. The residue was purified by silicagel column chromatography by using 2% methanol in dichloromethane as an eluent to obtain the desired product (0.75 g, yield: 77%) as an off-white solid. 1H MR (300 MHz, CDC13): δ ppm 9.09 (d, J= 1.8 Hz, 1H), 8.16 (dd, J= 8.1, 2.1 Hz, 1H), 7.27 (d, J= 8.1 Hz, 1H), 2.64 (s, 3H).
References:
HETERO RESEARCH FOUNDATION;PARTHASARADHI REDDY, Bandi;DAVID KRUPADANAM, Gazula Levi;PANDURANGA REDDY, Adulla;BHASKAR REDDY, Kasireddy;VL SUBRAHMANYAM, Lanka;RATHNAKAR REDDY, Kura WO2016/178092, 2016, A2 Location in patent:Page/Page column 72
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