Pyridine → N-(3-amino-1H-indazol-5-yl)-2,6-dichlorobenzenesulfonamide

HRID 1452869Notes

Reaction equation

HRID 1452869 reaction equation
[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH2:11])[CH:9]=2)[NH:4][N:3]=1.N1C=CC=CC=1.[Cl:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([Cl:25])[C:20]=1[S:26](Cl)(=[O:28])=[O:27]>O1CCCC1>[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH:11][S:26]([C:20]3[C:21]([Cl:25])=[CH:22][CH:23]=[CH:24][C:19]=3[Cl:18])(=[O:28])=[O:27])[CH:9]=2)[NH:4][N:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 5221832,6-DichlorobenzenesulfonylchlorideHCID 177237271H-Indazole-3,5-diamine

Product 1

HCID 22567053N-(3-amino-1H-indazol-5-yl)-2,6-dichlorobenzenesulfonamideYield 18.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-(3-Amino-1H-indazol-5-yl)-2,6-dichlorobenzenesulfonamide can be obtained as described in Example 39 from 0.8 g of 3,5-diamino-1H-indazole, 8 ml of pyridine, 8 ml of tetrahydrofuran and 1.29 g of 2,6-dichlorobenzenesulfonyl chloride. 350 mg of N-(3-amino-1H-indazol-5-yl)-2,6-dichlorobenzenesulfonamide are thus obtained in the form of a pale yellow solid melting at 250° C. (analysis C13H10Cl2N4O2S % calculated C, 43.71; H, 2.82; Cl, 19.85; N, 15.68; O, 8.96; S, 8.98. % found C, 43.39; H, 2.92; Cl, 19.45; N, 15.31; S, 8.73).

Sources & evidence

ORD record
ord-5ade5fac7f5b4071b0d66721e2b1aa6b
Source dataset
uspto-grants-2009_01
Patent number
US07473701B2

Reaction notes

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