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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1413159Generated: October 25, 2026

Acetone → 5-[(4-Methyl-1-piperazinyl)-carbonyl]-7-nitro-1,4-benzodioxane

https://huagongshe.com/reaction/1413159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantWaterHCID 962—
Reactant1-MethylpiperazineHCID 53167—
Reactant7-Nitro-2,3-dihydro-1,4-benzodioxine-5-carboxylic acidHCID 12464533—
SolventTriethylamineHCID 8471—
Product5-[(4-Methyl-1-piperazinyl)-carbonyl]-7-nitro-1,4-benzodioxaneHCID 2054470966.8%

Reaction Conditions

Temperature10 °C

Reaction Steps

22 ml of water, 22.5 g of 7-nitro-1,4-benzodioxane-5-carboxylic acid, 65 ml of acetone and 10.5 g of triethylamine were introduced into a 250 ml balloon flask provided with an agitator and a thermometer. The mixture was cooled to 10° C. and then 14 g of isobutyl chloroformiate was added. The mixture was agitated and the temperature allowed to rise. The oily compound formed was cooled to 10° C., 11 g of N-methyl piperazine was added and then the mixture was agitated, allowing the temperature to rise. The crystals formed were washed with water. 20.5 g of 5-[(4-methyl-1-piperazinyl)-carbonyl]-7-nitro-1,4-benzodioxane was produced (M.P.: 218° C.; yield: 66.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04248885
Source datasetuspto-grants-1981_02
ORD IDord-b320f87272b24fe0bed4eae6eef84b7f
Source noteuspto-grants-1981_02