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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601304Generated: October 26, 2026

Cyclopropanecarboxaldehyde → 3-[7-(benzyloxy)-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl]-1-{[cyclopropylmethylene]amino}-4-hydroxyquinolin-2(1H)-one

https://huagongshe.com/reaction/601304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanecarboxaldehydeHCID 123114—
Reactant1-amino-3-[7-(benzyloxy)-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl]-4-hydroxyquinolin-2(1H)-oneHCID 136358484—
SolventDimethylacetamideHCID 31374—
Product3-[7-(benzyloxy)-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl]-1-{[cyclopropylmethylene]amino}-4-hydroxyquinolin-2(1H)-oneHCID 13635848684.3%

Reaction Conditions

Temperature165 °C

Reaction Steps

The product of Example 304F (0.800 g, 1.73 mmol) and cyclopropane carboxaldehyde (1.60 mL, 20.76 mmol) in N,N-dimethylacetamide (2 mL) were reacted at 120° C. for 60 minutes in a microwave reactor in a sealed tube. The reaction was concentrated under a stream of nitrogen warmed through a manifold heated to 165° C. The resulting residue was triturated with diethyl ether and filtered to give the title compound (0.750 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902203B2
Source datasetuspto-grants-2011_03
ORD IDord-1e6e3c471fbc4839a7a09428abf1008f
Source noteuspto-grants-2011_03