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2-Methanesulfonylbenzene-1-sulfonyl chloride → N-(3-cyano-1H-indazol-5-yl)-2-methylsulfonylbenzenesulfonamide

HRID 25360
Notes
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Reaction equation

HRID 25360 reaction equation
[C:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH2:12])[CH:10]=2)[NH:5][N:4]=1)#[N:2].[CH3:13][S:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[S:23](Cl)(=[O:25])=[O:24])(=[O:16])=[O:15]>N1C=CC=CC=1>[C:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH:12][S:23]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[S:14]([CH3:13])(=[O:16])=[O:15])(=[O:25])=[O:24])[CH:10]=2)[NH:5][N:4]=1)#[N:2]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 27351782-Methanesulfonylbenzene-1-sulfonyl chlorideHCID 225673035-Amino-1H-indazole-3-carbonitrile

Product 1

HCID 10045063N-(3-cyano-1H-indazol-5-yl)-2-methylsulfonylbenzenesulfonamideYield 11.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

N-(3-Cyano-1H-indazol-5-yl)-2-methylsulfonylbenzenesulfonamide can be obtained as described in Example 2 from 0.55 g of 3-cyano-5-amino-1H-indazole, 10 ml of pyridine and 0.88 g of 2-methylsulfonylbenzenesulfonyl chloride. 0.15 g of N-(3-cyano-1H-indazol-5-yl)-2-methylsulfonylbenzenesulfonamide is thus obtained in the form of a yellow powder melting at 272° C. (analysis C15H12N4O4S2.0.85H2O, % calculated C, 47.87; H, 3.21; N, 14.88; S, 17.04. % found C, 47.88; H, 3.01; N, 14.75; S, 17.45).

Sources & evidence

ORD record
ord-f83a3feddd8547ec88d94ae942a358e4
Source dataset
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06858638B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes