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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046724Generated: October 25, 2026

1-Benzyl-4-piperidone → 1-benzyl-6'-bromo-3',4'-dihydro-spiro[piperidine-4,2'(1H)-quinazoline]-4'-one

https://huagongshe.com/reaction/2046724

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Benzyl-4-piperidoneHCID 19220—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Amino-5-bromobenzamideHCID 5019271—
CatalystSulfuric AcidHCID 1118—
SolventAcetic AcidHCID 176—
Product1-benzyl-6'-bromo-3',4'-dihydro-spiro[piperidine-4,2'(1H)-quinazoline]-4'-oneHCID 4607794929.2%

Reaction Steps

N-benzyl 4-piperidone (1.76 g, 9.3 mmol) and concentrated H2SO4 (2 drops) were added to a solution of 2-amino-5-bromo-benzamide (2 g, 9.3 mmol) dissolved in acetic acid (15 ml). The mixture was stirred at RT for 2 h, then poured into ice water and brought to a pH value of 8-9 with saturated NaHCO3. The white precipitate was filtered off and washed with water, giving 1-benzyl-6′-bromo-3′,4′-dihydro-spiro[piperidine-4,2′(1H)-quinazoline]-4′-one (1.05 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592444B2
Source datasetuspto-grants-2013_11
ORD IDord-3f6f912293894d7a8cb12452e51fc8eb
Source noteuspto-grants-2013_11