A common heterocyclic compound, 7341-96-0, name is Propiolamide, molecular formula is C3H3NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 7341-96-0.
General procedure: CuI (0.01mmol) was added to a mixture of isatin (1) (1.0 mmol), L-proline (2) (1.0 mmol) and alkyne (3)(1.0 mmol) in acetonitrile and the reaction mixture was stirred at 80 C for2-3 h under nitrogen. The solvent was then removed under reduced pressure andthe concentrated reaction mass was purified by column chromatography on silicagel using 50% hexane-ethyl acetate to afford the desired compound.. 2-oxo-5′,6′,7′,7a’-tetrahydrospiro[indoline-3,3′-pyrrolizine]-2′-carboxamide 4a) Off white solid; Yield: 92%; mp: 260-263 C; lHNMR (400 MHz, DMSO-d6): d 10.0 (s, 1H), 7.50 (s, 1H), 7.20-7.15 (m, 1H),7.00-6.70 (m, 5H), 4.45-4.35 (m, 1H), 2.50-2.40 (m, 2H), 2.05-1.95 (m, 1H),1.80-1.45 (m, 3H); 13C NMR (100 MHz, DMSO-d6): delta 178.5,163.8, 143.2, 139.1, 137.7, 128.8, 127.3, 125.4, 120.4, 109.4, 76.9, 71.6, 47.8,30.6, 26.8; IR (KBr): 3275, 2873, 1663, 1598, 1472, 1384, 1205, 745 cm-1;m/z (ES): 270.12 (M+1, 100 %); HRMS: m/z [M + H] calcd for C15H16N3O2:270.1243; found: 270.1240.
The synthetic route of Propiolamide has been constantly updated, and we look forward to future research findings.
Reference:
Article; Singh, Shambhu Nath; Regati, Sridhar; Paul, Abir Kumar; Layek, Mohosin; Jayaprakash, Sarva; Reddy, K. Venkateshwara; Deora, Girdhar Singh; Mukherjee, Soumita; Pal, Manojit; Tetrahedron Letters; vol. 54; 40; (2013); p. 5448 – 5452;,
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