Hydrochloric Acid → N-[3-(3-aminophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide

HRID 1452892Notes

Reaction equation

HRID 1452892 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([NH:19][S:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[S:29]([CH3:32])(=[O:31])=[O:30])(=[O:22])=[O:21])[CH:17]=3)[NH:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-])=O.C(O)C.Cl>[Fe].O>[NH2:1][C:4]1[CH:5]=[C:6]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([NH:19][S:20]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[S:29]([CH3:32])(=[O:31])=[O:30])(=[O:22])=[O:21])[CH:17]=3)[NH:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 22567137N-[3-(3-nitrophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide

Product 1

HCID 22567288N-[3-(3-aminophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamideYield 37.4%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

N-[3-(3-Aminophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide can be obtained as described in Example 49 from 200 mg of N-[3-(3-nitrophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide, 6 ml of ethanol, 73 mg of powdered iron, 100 ml of distilled water and 40 μl of 12 N hydrochloric acid. 70 mg of N-[3-(3-aminophenyl)-1H-indazol-5-yl]-2-methylsulfonylbenzenesulfonamide are thus obtained in the form of light yellow crystals melting at 154° C. (analysis C20H18N4O4S2 % calculated C, 54.29; H, 4.10; N, 12.66; O, 14.46; S, 14.49. % found C, 53.03; H, 4.26; N, 11.63; S, 13.22).

Sources & evidence

ORD record
ord-06d8d04b845f4fc5ab48d3e503a672bd
Source dataset
uspto-grants-2009_01
Patent number
US07473701B2

Reaction notes

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