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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919676Generated: November 1, 2026

Water → 2-Bromo-4-oxo-4,5-dihydrothieno[3,2-c]quinoline-7-carbonitrile

https://huagongshe.com/reaction/1919676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 50941660HCID 50941660—
SolventAcetic AcidHCID 176—
Product2-Bromo-4-oxo-4,5-dihydrothieno[3,2-c]quinoline-7-carbonitrileHCID 5750069184%

Reaction Conditions

Temperature100 °C

Reaction Steps

4-oxo-4,5-dihydrothieno[3,2-c]quinoline-7-carbonitrile (1.0 eq, 350 mg, 1.55 mmol) was mixed with N-bromosuccinimide (1.1 eq, 303 mg, 1.70 mmol) in acetic acid (4 ml). The mixture was stirred at 100° C. for 4 hours. The mixture was cooled down to 80° C., more NBS (303 mg) was added and the mixture stirred overnight. Water was added and the material filtered and dried. Trituration in methanol and filtration afforded 2-bromo-4-oxo-4,5-dihydrothieno[3,2-c]quinoline-7-carbonitrile as a grey solid (396 mg, 84% yield). LCMS (ES)>80% pure, m/z 305 [M]+, 307 [M+2]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168651B2
Source datasetuspto-grants-2012_05
ORD IDord-a0ac42475f4e4611b593af103d41323d
Source noteuspto-grants-2012_05