ethyl 1-{4-[(aminothio)peroxy]phenyl}-8-nitro-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate → Ethyl 1-[3-(aminosulfonyl)phenyl]-8-nitro-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate

HRID 22982Notes

Reaction equation

HRID 22982 reaction equation
NSOO[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:19]3[C:18]4[CH:20]=[C:21]([N+:24]([O-:26])=[O:25])[CH:22]=[CH:23][C:17]=4[CH2:16][CH2:15][C:14]=3[C:13]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[N:12]2)=[CH:7][CH:6]=1.[NH2:32][S:33](NC1C=C(NN)C=CC=1)(=[O:35])=[O:34]>>[NH2:32][S:33]([C:10]1[CH:9]=[C:8]([N:11]2[C:19]3[C:18]4[CH:20]=[C:21]([N+:24]([O-:26])=[O:25])[CH:22]=[CH:23][C:17]=4[CH2:16][CH2:15][C:14]=3[C:13]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[N:12]2)[CH:7]=[CH:6][CH:5]=1)(=[O:35])=[O:34]

Participants

3

Reactant 2

HCID 22291943ethyl 1-{4-[(aminothio)peroxy]phenyl}-8-nitro-4,5-dihydro-1H-benzo[g]indazole-3-carboxylateHCID 225925193-(Aminosulfonamido)-phenylhydrazine

Product 1

HCID 22592520Ethyl 1-[3-(aminosulfonyl)phenyl]-8-nitro-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate

Procedure

This compound was prepared using the same procedures for Ethyl 1-{4-[(aminothio)peroxy]phenyl}-8-nitro-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate of Example 2, where 3-(aminosulfonamido)-phenylhydrazine was used in place of 4-(aminosulfonamido)-phenylhydrazine. Its structure was confirmed by 1H NMR and MS (443, M+1). C20H18N4O6S, Calc.: C: 54.29; H: 4.10; N: 12.66; Found, C: 54.27; H: 4.09; N: 12.55.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-59ede09281ca42df81bf36cc9c4aefc5
Source dataset
uspto-grants-2005_02
Patent number
US06849653B2

Reaction notes

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