Selenium Dioxide → 7-Nitro-1-tetralone

HRID 719180Notes

Reaction equation

HRID 719180 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][C:11]2=[O:14])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Se](=O)=[O:16]>>[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][C:11]2=[O:14])=[CH:6][CH:5]=1)([O-:3])=[O:2].[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][C:10](=[O:16])[C:11]2=[O:14])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 24007Selenium DioxideHCID 384457-Nitro-1-tetralone

Product 2

HCID 384457-Nitro-1-tetraloneHCID 15437917HCID 15437917, compound

Procedure

7-Nitro-1-tetralone was prepared according to the literature (J. Am. Chem. Soc, 1994, 116, pp4852–4857). Treatment of 7-nitro-1-tetralone with selenium dioxide as described in Reference Example 1A yielded the corresponding 7-nitro-[1,2]naphthoquinone, which was coupled with 2,3-diamino-benzoic acid, diacetate salt, as described in Reference Example 1A to yield the title compound.

Sources & evidence

ORD record
ord-2b4f429165b045d98a4a0eae88881540
Source dataset
uspto-grants-2006_11
Patent number
US07132419B2

Reaction notes

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