Iodo benzene diacetate → HCID 131725681, compound

HRID 1745846Notes

Reaction equation

HRID 1745846 reaction equation
C(O)(=O)C.C(O)(=O)C.I[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12]C=1.[C-:16]1([N:21]2[C:25](=[O:26])[NH:24][NH:23][C:22]2=[O:27])[CH:20]=[CH:19][CH:18]=[CH:17]1.[CH-]1C=CC=C1.[Fe+2:33]>O1CCCC1>[C-:16]1([N:21]2[C:22](=[O:27])[N:23]=[N:24][C:25]2=[O:26])[CH:17]=[CH:18][CH:19]=[CH:20]1.[CH-:12]1[CH:13]=[CH:14][CH:15]=[CH:10]1.[Fe+2:33]

Participants

4

Reactant 2

HCID 12217721Iodo benzene diacetateHCID 178518852HCID 178518852, compound

Product 1

HCID 131725681HCID 131725681, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

With reference to EXAMPLE 1-2, 4.5 mg (0.014 mmol) of iodobenzene diacetate was added to a mixture of 5 mg (0.017 mmol) of 4-ferrocenylurazole and 0.25 mL of tetrahydrofuran at room temperature, followed by stirring for an hour. Thus, the tetrahydrofuran solution of 4-ferrocenyl-1,2,4-triazoline-3,5-dione was obtained. A tetrahydrofuran (0.25 mL) solution of 1 mg (0.0025 mmol) of alfacalcidol prepared in accordance with the method described in Japanese Patent Publication (KOKAI) No. 48-62750, Tetrahedron Lett., 1973, 2339 and Tetrahedron, 30, 2701 (1974) was added to the solution obtained. The mixture was stirred at room temperature for an hour. The reaction mixture was concentrated under reduced pressure and the residue obtained was purified by thin layer silica gel chromatography (hexane:ethyl acetate=1:2) to give 1 mg (57%) of the titled alfacalcidol/4-ferrocenyl-1,2,4-triazoline-3,5-dione adduct (ALF-FTAD) as a yellow oily substance.

Sources & evidence

ORD record
ord-bf377aa933104135ab4245b941eb1aa4
Source dataset
uspto-grants-2006_03
Patent number
US07019146B1

Reaction notes

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