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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1287499Generated: October 30, 2026

1-(2-Methoxyphenyl)piperazine → 4(1H)-Quinazolinone

https://huagongshe.com/reaction/1287499

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2-Methoxyphenyl)piperazineHCID 1346—
ReactantPotassium HydroxideHCID 14797—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 23323526HCID 23323526—
SolventDiethyl EtherHCID 3283—
SolventChloroformHCID 6212—
Product4(1H)-QuinazolinoneHCID 135408753—

Reaction Steps

19.2 g (0.06 moles) of 2-(2-bromobutyrylamino) benzamide and 35.7 g (0.186 moles) of 1-(2-methoxyphenyl)piperazine are heated to 70° C for 2 hours whilst stirring, and then mixed with a solution of 6.4 g of potassium hydroxide in 70 mls. of glycolmonoethyl ether and then heated to 70° C for a further 30 minutes. The reaction mixture is distributed between saturated ammonium chloride solution and chloroform, the chloroform phase is separated and after drying over calcined potassium carbonate is concentrated by evaporation in vacuo. The oily residue is boiled up with ethyl acetate, allowed to cool slowly and the crystal mass is filtered off at the pump. By redissolving in a 9:1 mixture of ethyl acetate and methyl alcohol it is possible to purify the crude product. In this way one obtains 21.3 g (83.5% of theory) of 2-(α-(1-2-methoxyphenyl)-piperazinyl-4)-n-propyl)- 4(3H)-quinazolone with a melting point of 180°-181° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03984555
Source datasetuspto-grants-1976_10
ORD IDord-830b4b0af89a4adf869b76322a252223
Source noteuspto-grants-1976_10