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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601238Generated: October 30, 2026

Propanal → 6-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-7-hydroxy-4-[propylideneamino]thieno[3,2-b]pyridin-5(4H)-one

https://huagongshe.com/reaction/601238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropanalHCID 527—
Reactant4-amino-6-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-7-hydroxythieno[3,2-b]pyridin-5(4H)-oneHCID 136373627—
SolventDimethylacetamideHCID 31374—
Product6-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-7-hydroxy-4-[propylideneamino]thieno[3,2-b]pyridin-5(4H)-oneHCID 13637373667.2%

Reaction Conditions

Temperature25 °C

Reaction Steps

The product of Example 268D (0.10 g, 0.27 mmol) was reacted with propionaldehyde (0.5 g, 8.6 mmol) in N,N-dimethylacetamide (3 mL) in a sealed tube at 120° C. for 90 minutes in a microwave reactor. The reaction was cooled to 25° C. and concentrated under vacuum. The resulting residue was triturated with diethyl ether and filtered to give the title compound (0.073 g, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902203B2
Source datasetuspto-grants-2011_03
ORD IDord-bd687ddaf5ab402b9e5ef36041e4cb87
Source noteuspto-grants-2011_03