Diiodomethane → HCID 21928792, compound

HRID 1243842Notes

Reaction equation

N(OCCC(C)C)=O.[C:9]1([C:15]2([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH2:23][C:22]3[N:21]([S:24]([C:27]4[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=4)(=[O:26])=[O:25])[N:20]=[C:19](N)[C:18]=3[CH:17]=[CH:16]2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[I:41]CI>>[I:41][C:19]1[C:18]2[CH:17]=[CH:16][C:15]([C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=3)([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH2:23][C:22]=2[N:21]([S:24]([C:27]2[CH:28]=[CH:29][C:30]([CH3:33])=[CH:31][CH:32]=2)(=[O:26])=[O:25])[N:20]=1

Participants

Reactant 3

HCID 6346Diiodomethane

HCID 8053Isoamyl Nitrite

HCID 21929019HCID 21929019, compound

Product 1

HCID 21928792HCID 21928792, compound

Conditions

Temperature: 80 °C

Procedure

1.21 cm3 of isoamyl nitrite are added to a solution of 1 g of 6,6-diphenyl-1-(4-toluenesulphonyl)-6,7-dihydro-1H-indazol-3-ylamine in 10 cm3 of diiodomethane, and the solution obtained is heated in the region of 80° C. for one hour. The mixture is purified directly by flash chromatography on a column of silica [eluent: cyclohexane/ethyl acetate (95/5 by volume)], and 0.6 g of 3-iodo-6,6-diphenyl-1-(4-toluenesulphonyl)-6,7-dihydro-1H-indazole is obtained in the form of a solid, the characteristics of which are as follows:

Workup

customthe solution obtained
customThe mixture is purified directly by flash chromatography on a column of silica [eluent: cyclohexane/ethyl acetate (95/5 by volume)]

Sources & evidence

ORD record: ord-a4dac3d91b10457d8bca87ad80b730d2
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07119115B2

Reaction notes

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