Formaldehyde → HCID 10468315, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 8-Methyl-1-thia-4,8-diaza-spiro[4.5]decan-3-one (AF277 5.13 g, 0.0275 mol), formaldehyde (37% solution, 2.75 ml), and pyrrolidine (2.3 ml, 0.0275 mole) in ethanol (2.3 ml) was refluxed for 4 h, then left at room temperature over night. Toluene (10 ml) was added and the solvent was evaporated. Boiling pentane (100 ml) was added to the residue and the solution was decanted. The trituration with hot pentane was repeated four times, the pentane layers were combined, cooled to 0° C. and the precipitate was collected and identified as AF287 (4.6 gr, 63% yield). 1H-NMR (CDCl3) δ 1.69–1.77 (m, 5H), 2.20–2.29 (s and m, 5H, CH3, and CH2), 2.43–2.58 (m, 6H), 2.82–2.86 (m, 2H), 3.50 (s, 2H), 3.50 (s, 2H, SCH2), 4.14 (s, 2H, NCH2N) ppm. MS (EI) m/e 269(M+); 198; 84; 70.

Provenance & Evidence