Hydrochloric Acid → HCID 178462357, compound

Participants

Reaction Steps

A solution of 3,6-dichloro-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide (200 mg, 0.78 mmol) in (R)-(−)-1-amino-2-propanol (1.0 ml) was stirred for 18 h at 100° C. in a sealed flask. The cooled solution was stirred with water (3 ml) at 0° C. followed by adjustment to pH 2 with 4M hydrochloric acid. The product was isolated by filtration, washed with water, and dried in vacuo at room temperature to give 170 mg (74%) of the pure title compound; mp 210-211° C.; 1H-NMR (DMSO-d6): δ1.08 (d, 3H), 3.0-3.1 (m, 1H), 3.15-3.25 (m, 1H), 3.72-3.82 (m, 1H), 4.91 (br s, 1H), 7.09 (s, 1H), 7.14 (br s, 1H), 10.95 (br s, 1H); MS: m/e 297/295(M+); (C8H10N3Cl1O3S2 .0.5 H2O) calc C, 31.53; H, 3.64; N, 13.79; found C, 31.57; H, 3.58; N, 13.58.

Provenance & Evidence