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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22105Generated: October 26, 2026

N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)acetamide → Ammonia

https://huagongshe.com/reaction/22105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)acetamideHCID 2833—
ReactantColchicineHCID 6167—
ReactantSodium ethoxideHCID 2723922—
Reactant4-PrenylphlorisovalerophenoneHCID 25200610—
ReactantSodium methylsulfideHCID 86593196—
SolventMethanolHCID 887—
ProductAmmoniaHCID 222—
ProductColchicineHCID 6167—

Reaction Steps

FIG. 6 illustrates how alternative colchine derivatives were prepared. For example, thiocholcine (compound IX) was prepared by reacting colchicine with sodium methyl sulfide (Velluz). Another colchicine derivative, 10-demethoxy-10-ethoxycolchicine (compound X) can be prepared by reacting colchicine with sodium ethoxide to generate 10-demethoxy-10-ethoxycolchicine. Colchicinamide (compound XI) can be formed by reaction of colchicine with ammonia in methanol (Lettre). Colchicinamide can be further reacted with ethyliodide to generate 10-demethoxy-10-ethylaminocolchicine (compound XII) (Bishop). Alternatively, 10-demethoxy-10-ethylaminocolchicine (compound XII) can be prepared directly from colchicine by reaction with ethylamine (Lettre).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05426224
Source datasetuspto-grants-1995_06
ORD IDord-20462acb03f44b94af918c2c8fa90cf5
Source noteuspto-grants-1995_06