ChemicalBook CAS DataBase List 1-Methylpyrrole-2-carbonitrile

1-Methylpyrrole-2-carbonitrile synthesis

12synthesis methods

Product Name:1-Methylpyrrole-2-carbonitrile
CAS Number:34884-10-1
Molecular formula:C6H6N2
Molecular Weight:106.13

96-54-8 Synthesis

96-54-8
274 suppliers
$5.00/1g

1189-71-5
349 suppliers
$18.00/5g

34884-10-1
91 suppliers
$45.95/250mgs:

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

37110-15-9 Synthesis