Hydrazine hydrate (1:1) → HCID 86749781, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (±)-cis-2-[(2,3,3a,8-tetrahydrodibenz[c,f]isoxazolo[2,3-a]azepin-2-yl)methyl]-1H-isoindole-1,3(2H)-dione (4 g), prepared following the procedure of example 1, and hydrazine hydrate (0.5 ml) in ethanol (80 ml) was stirred at 80° C. for 4 hours. The precipitate was filtered off and purified by open column chromatography over silica gel (eluent: CH2Cl2 /2-propanone 8/2). The pure fractions were collected and evaporated. The residue (1.6 g) was convened into the oxalic acid salt (1:1) in C2H5OH at room temperature. The residue (0.8 g) was purified by column chromatography over silica gel (eluent: CH2Cl2 /CH3OH 97.5/2.5 to 95/5). The pure fractions were collected and evaporated, yielding 0.6 g (22%) of (±)-cis-2,3,3a,8-tetrahydrodibenz[c,f]isoxazolo-[2,3-a]azepine-2-methanamine (comp. 9).

Provenance & Evidence