1-(2-Methoxyphenyl)piperazine → 4(1H)-Quinazolinone
Reaction equation
BrC(CC)[C:3]([NH:5][C:6]1[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=1[C:8]([NH2:10])=[O:9])=O.COC1C=CC=CC=1N1CCNCC1.[OH-].[K+].[Cl-].[NH4+]>C(Cl)(Cl)Cl.CCOCC>[N:5]1[C:6]2[C:7](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:8](=[O:9])[NH:10][CH:3]=1Participants
Procedure
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.
Workup
- customthe chloroform phase is separated
- dry with materialafter drying over calcined potassium carbonate
- concentrationis concentrated by evaporation in vacuo
- temperatureto cool slowly
- filtrationthe crystal mass is filtered off at the pump
- dissolutionBy redissolving in a 9:1 mixture of ethyl acetate and methyl alcohol it
- customto purify the crude product
Sources & evidence
- ORD record
- ord-830b4b0af89a4adf869b76322a252223
- Source dataset
- uspto-grants-1976_10
- Patent number
- US03984555
Reaction notes
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