8-Hydroxyquinoline → 5-Nitroso-8-quinolinol

HRID 2412429Notes

Reaction equation

[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[N:12](O)=[O:13]>>[N:12]([C:5]1[CH:4]=[CH:3][C:2]([OH:1])=[C:11]2[C:6]=1[CH:7]=[CH:8][CH:9]=[N:10]2)=[O:13]

Participants

Reactant 2

HCID 19238-Hydroxyquinoline

HCID 24529Nitrous Acid

Product 1

HCID 191035-Nitroso-8-quinolinol

Procedure

The 8-hydroxyquinoline is reacted with nitrous acid to form 5-nitroso-8-hydroxyquinoline. The nitrous acid is generated in situ by the action of mineral acid, such as hydrochloric, sulfuric, and the like, on sodium nitrite usually under cold temperature conditions.

Sources & evidence

ORD record: ord-f42a1cd1bbd74d18be0c276bbe4a1acb
Source dataset: uspto-grants-1985_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04492704

Reaction notes

Loading…