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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 351282Generated: October 30, 2026

Acetic Acid → HCID 18435892, compound

https://huagongshe.com/reaction/351282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantNitric AcidHCID 944—
ReactantPotassium NitrateHCID 24434—
Reactant8-MethylisoquinolineHCID 3017364—
SolventSulfuric AcidHCID 1118—
ProductHCID 18435892HCID 18435892—

Reaction Steps

In Scheme 12, the 8-methylisoquinoline (obtained as described above) is nitrated with a suitable nitrating agent such as potassium nitrate in sulfuric acid or a mixture of nitric acid, sulfuric acid and acetic acid to yield 5-nitro-8-methylsioquinoline, which is reduced and then acetylated to give the N-(8-methyl-isoquinolin-5-yl)-acetamide. This amide may be brominated by a radical brominating agent such as N-bromosuccinimide/benzoyl peroxide to give the dibromo isoquinoline acetamide. The dibromo intermediate may then be hydrolyzed in the presence of base to yield the deprotected aldehyde aminoisoquinoline, which may be further elaborated by the chemistry illustrated in Schemes 5 and 6 to the target ureas.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07183411B2
Source datasetuspto-grants-2007_02
ORD IDord-710ce2747b6348859277892b350d92a6
Source noteuspto-grants-2007_02