(+/-)-5'-Amino-6'-nitro-3-methyl-spiro[imidazolidine-4,2'-indane]-2,5-dione → 5',6'-Diamino-3-methyl-spiro[imidazolidine-4,2'-indane]2,5-dione
Reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[N+:11]([O-])=O)[CH2:7][C:6]1([C:17](=[O:18])[NH:16][C:15](=[O:19])[N:14]1[CH3:20])[CH2:5]2>CO.[Pd]>[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[NH2:11])[CH2:7][C:6]1([C:17](=[O:18])[NH:16][C:15](=[O:19])[N:14]1[CH3:20])[CH2:5]2Participants
4
Procedure
To a solution of (±)-5′-amino-6′-nitro-spiro[imidazolidine-4,2′-indane]-2,5-dione from Step A (15 mg, 0.054 mmol) in MeOH (5 mL) was added 10% Pd/C (5 mg) and the reaction mixture was stirred vigorously under hydrogen (ca. 1 atm). After 2 h, the catalyst was filtered off and the filtrate was concentrated in vacuo to yield the title compound. MS: m/z=247 (M+1).