Iodo benzene diacetate → HCID 129849852, compound

HRID 1745845Notes

Reaction equation

HRID 1745845 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 8028TetrahydrofuranSolvent2×

Procedure

With reference to EXAMPLE 1-1, 5 mg (0.016 mmol) of iodobenzene diacetate was added to a mixture of 5 mg (0.017 mmol) of 4-(ferrocenylmethyl)urazole and 0.25 mL of tetrahydrofuran 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 (0.25 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 resulting solution, followed by stirring at room temperature for an hour. The resulting 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-(ferrocenylmethyl)-1,2,4-triazoline-3,5-dione adduct (ALF-FMTAD) as a yellow oily substance.

Sources & evidence

ORD record
ord-bb43aef7b4f04809a48615bc3938042c
Source dataset
uspto-grants-2006_03
Patent number
US07019146B1

Reaction notes

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