Selenium Dioxide → HCID 20077497, compound

HRID 2379703Notes

Reaction equation

HRID 2379703 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[C:5]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[N:6]=[N:7]2.[Se](=O)=[O:19]>C1C2C(=CC=CC=2)C=CC=1>[C:12]1([C:5]2[N:6]=[N:7][C:8]3[CH:9]=[CH:10][CH:11]=[C:2]([CH:1]=[O:19])[C:3]=3[CH:4]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 24007Selenium DioxideHCID 18956132HCID 18956132, compound

Product 1

HCID 20077497HCID 20077497, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 931NaphthaleneSolvent

Procedure

1.65 g (7.5 mmol) of the compound from Example VIII are stirred for 6 h at 200° C. with 1.85 g of selenium dioxide in 17 g of naphthalene. After chromatography on silica gel, 0.75 g (43%) of the title compound is obtained. In some batches, it is necessary to stop the reaction before complete conversion of the starting material, since byproducts increasingly occur. M.p.: 156°-157° C.

Sources & evidence

ORD record
ord-03f04f33d585409eb48eddf3b7b3c72e
Source dataset
uspto-grants-1994_11
Patent number
US05364855

Reaction notes

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