Sulfuric Acid → HCID 23193696, compound
Reaction equation
[CH3:1][N:2]1[CH2:17][CH2:16][C:5]2[C:6]3[NH:7][C:8](=[O:15])[C:9](=[O:14])[NH:10][C:11]=3[CH:12]=[CH:13][C:4]=2[CH2:3]1.[N+:18]([O-])([O-:20])=[O:19].[K+].[OH-].[NH4+].[S:25](=[O:29])(=O)([OH:27])[OH:26]>>[CH3:1][S:25]([OH:27])(=[O:29])=[O:26].[CH3:1][N:2]1[CH2:17][CH2:16][C:5]2[C:6]3[NH:7][C:8](=[O:15])[C:9](=[O:14])[NH:10][C:11]=3[CH:12]=[C:13]([N+:18]([O-:20])=[O:19])[C:4]=2[CH2:3]1Participants
5
Procedure
A solution of the product from Example 22 (1.07 g,4.7 mmol) was dissolved in 20 ml sulfuric acid. Potassium nitrate (0.51 g, 5.0 mmol) was added in one portion, and the solution stirred for 1 hour. The solution was poured onto ice and made basic with ammonium hydroxide. The yellow solid which formed was filtered and washed with water and ether. The solid was purified by crystallization from water. The solid was suspended in water/DMF and 0.5 g methane sulphonic acid was added. The solution was concentrated, and the solid suspended in acetone, filtered and dried under vacuum (100° C.) to give the title compound (0.60 g, 35% yield), mp=292-294° C.