1H-Indazol-5-amine → 2-methylsulfonyl-N-(1H-indazol-5-yl)benzenesulfonamide

HRID 25372

Reaction equation

HRID 25372 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[CH:5]2.[CH3:11][S:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[S:21](Cl)(=[O:23])=[O:22])(=[O:14])=[O:13]>N1C=CC=CC=1>[CH3:11][S:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[S:21]([NH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[CH:5]2)(=[O:23])=[O:22])(=[O:14])=[O:13]

Participants

4

Reactant 2

HCID 880121H-Indazol-5-amineHCID 27351782-Methanesulfonylbenzene-1-sulfonyl chloride

Product 1

HCID 117255022-methylsulfonyl-N-(1H-indazol-5-yl)benzenesulfonamideYield 24.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Methylsulfonyl-N-(1H-indazol-5-yl)benzenesulfonamide can be obtained as described in Example 2 from 1 g of 5-amino-1H-indazole, 20 ml of pyridine and 1.91 g of 2-methylsulfonylbenzenesulfonyl chloride. 0.64 g of 2-methylsulfonyl-N-(1H-indazol-5-yl)benzenesulfonamide is thus obtained in the form of a white solid melting at 245° C. (analysis C14H13N3O4S2 % calculated C, 47.85; H, 3.73; N, 11.96; O, 18.21; S, 18.25. % found C, 47.42; H, 3.72; N, 11.64; S, 17.97).

Sources & evidence

ORD record
ord-a83dd8035d0c4a56966a660df1fb3a5b
Source dataset
uspto-grants-2005_02
Patent number
US06858638B2

Linked notes

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