Trimethylsilyl iodide → HCID 178434307, compound

HRID 1452855Notes

Reaction equation

HRID 1452855 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[CH:12][C:13]([NH:17][S:18]([C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[C:23]([Cl:28])[CH:22]=3)(=[O:20])=[O:19])=[CH:14][CH:15]=2)[C:10]([CH3:29])=[N:9]1)=O)(C)(C)C.I[Si](C)(C)C>C(Cl)(Cl)Cl>[Cl:28][C:23]1[CH:22]=[C:21]([S:18]([NH:17][C:13]2[CH:12]=[C:11]3[C:16](=[CH:15][CH:14]=2)[NH:8][N:9]=[C:10]3[CH3:29])(=[O:19])=[O:20])[CH:26]=[CH:25][C:24]=1[Cl:27]

Participants

4

Reactant 2

HCID 85247Trimethylsilyl iodideHCID 22567170N-(N-tert-butoxycarbonyl-3-methyl-1H-indazol-5-yl)-3,4-dichlorobenzenesulfonamide

Product 1

HCID 178434307HCID 178434307, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3,4-Dichloro-N-(3-methyl-1H-indazol-5-yl)benzenesulfonamide can be obtained as described in Example 6 from 0.8 g of N-(N-tert-butoxycarbonyl-3-methyl-1H-indazol-5-yl)-3,4-dichlorobenzenesulfonamide, 7.1 ml of chloroform and 0.25 ml of iodotrimethylsilane. 0.5 g of 3,4-dichloro-N-(3-methyl-1H-indazol-5-yl)benzenesulfonamide is thus obtained in the form of a white solid melting at 184° C. (analysis: C14H11Cl2N3O2S.0.04CH2Cl2 % calculated, C, 47.21; H, 3.11; Cl, 19.90; N, 11.80; O, 8.98; S, 9.00. % found C, 47.65; H, 2.56; Cl, 19.97; N, 11.89; S, 8.92).

Sources & evidence

ORD record
ord-d3ad73f9dc7c45c69ca5f3d449885179
Source dataset
uspto-grants-2009_01
Patent number
US07473701B2

Reaction notes

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