Hydrochloric Acid → 4-Amino-1-(prop-1-yn-3-ylsulfonyl)benzene hydrochloride

Participants

Reaction Conditions

Reaction Steps

205 g (0.865 mol) of 4-acetylamino-1-(prop-1-yn-3-ylsulfonyl)benzene were heated at the boil in 1000 ml of 10 % strength by weight hydrochloric acid for about 1.5 hours. After deacetylation had ended (check by TLC), the reaction mixture was clarified and cooled down to about 10° C. The precipitate formed was filtered off with suction, washed with a little 10 % strength by weight hydrochloric acid and dried, leaving 168 g of 4-amino-1-(prop-1-yn-3-ylsulfonyl)benzene hydrochloride (melting point 225°-229° C). ##STR27## 1H-NMR (D6 -DMSO): δ=3.37 (t, 1H, C≡CH), 4.33 (d, 2H, CH2), 6.90-7.65 (4H, aromatic H), 8.5 (3H, NH3 ⊕) ppm. 13C-NMR (D6 -DMSO): δ=47.6 (CH:), 73.4 (C≡C), 77.3 (C≡CH), 14.4, 125.1, 130.1, 151.4 (aromatic C) ppm.

Provenance & Evidence