Iodo benzene diacetate → HCID 129849852, compound

HRID 1745847Notes

Reaction equation

HRID 1745847 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([CH2:21][N:22]2[C:26](=[O:27])[NH:25][NH:24][C:23]2=[O:28])[CH:20]=[CH:19][CH:18]=[CH:17]1.[CH-]1C=CC=C1.[Fe+2:34]>O1CCCC1>[C-:16]1([CH2:21][N:22]2[C:23](=[O:28])[N:24]=[N:25][C:26]2=[O:27])[CH:17]=[CH:18][CH:19]=[CH:20]1.[CH-:12]1[CH:13]=[CH:14][CH:15]=[CH:10]1.[Fe+2:34]

Participants

4

Reactant 2

HCID 12217721Iodo benzene diacetateHCID 178518853HCID 178518853, compound

Product 1

HCID 129849852HCID 129849852, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

With reference to EXAMPLE 1-1, 11 mg (0.034 mmol) of iodobenzene diacetate was added to a mixture of 10 mg (0.033 mmol) of 4-(ferrocenylmethyl)urazole and 0.5 mL of tetrahydrofuran-d8 at room temperature. The mixture was stirred for 2 hours to give the tetrahydrofuran solution of 4-(ferrocenylmethyl)-1,2,4-triazoline-3,5-dione. A tetrahydrofuran (0.5 mL) solution of 5 mg (0.013 mmol) of cholecalciferol (VD3, manufactured by Solvay Pharmaceutical, Co.) was added to the resulting solution, followed by stirring 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 8 mg (90%) of the titled cholecalciferol/4-(ferrocenylmethyl)-1,2,4-triazoline-3,5-dione adduct (VD3-FMTAD) as a yellow oily substance.

Sources & evidence

ORD record
ord-d4340ec1b82b4acc91801b1d464cc8c8
Source dataset
uspto-grants-2006_03
Patent number
US07019146B1

Reaction notes

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