1-Methylpyrrole-2-carbonitrile synthesis
- Product Name:1-Methylpyrrole-2-carbonitrile
- CAS Number:34884-10-1
- Molecular formula:C6H6N2
- Molecular Weight:106.13
96-54-8
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Yield: 95%
Reaction Conditions:
Stage #1:N-Methylpyrrole;isocyanate de chlorosulfonyle in toluene at -6 - 0; for 0.25 h;
Stage #2: with triethylamine;N,N-dimethyl-formamide in toluene at -4 - 10;Product distribution / selectivity;
Steps:
2
Starting with 47.0 g of 1-methylpyrrole, the reaction was conducted in a manner generally analogous to Example 1 except that the acetonitrile was replaced with toluene. After addition of chlorosulfonyl isocyanate, two layers were formed. Upon cooling to 0 to 5 C., the bottom layer solidified. The hygroscopic solids were collected by filtration and washed with toluene. Concentration of the filtrates gave 325 mL of a toluene solution containing (as determined by 1H NMR) 0.55 mol of 1-methylpyrrole-2-carbonitrile (58.3 g, 95% yield).
References:
Wyeth US2005/222432, 2005, A1 Location in patent:Page/Page column 2
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