Hydrochloric Acid → HCID 14749937, compound

Reaction equation

[OH:1][CH2:2][C:3]1O[CH:5]=[C:6]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:7](=[O:9])[CH:8]=1.Cl.[NH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>O>[OH:1][CH2:2][C:3]1[N:30]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:5]=[C:6]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:7](=[O:9])[CH:8]=1

Participants

Procedure

5.0 g (12 mMole) 2-hydroxymethyl-5 octadecyloxy-4-pyranone are suspended in 90 mL water and 2 mL concentrated hydrochloric acid and mixed with 4.0 g (43 mMole) aniline. The mixture is heated under reflux for 24 hours, cooled and the precipitate formed is separated from the aqueous solution and recrystallized from ethyl acetate, an almost colorless product being obtained; m.p. 67°-72° C. In a manner analogous to that described in Example 30, there is obtained the following compound: