Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177973Generated: October 30, 2026

Hydrochloric Acid → HCID 66826119, compound

https://huagongshe.com/reaction/2177973

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantUreaHCID 1176—
Reactant2-PhenylacetophenoneHCID 9948—
ReactantHCID 86669351HCID 86669351—
SolventEthanolHCID 702—
ProductHCID 66826119HCID 6682611916%

Reaction Steps

A mixture of 5-formyl-2-hydroxy-3-nitrobenzonitrile (Intermediate 61) (150 mg, 0.78 mmol), 1,2-diphenylethanone (153 mg, 0.78 mmol), urea (141 mg, 2.34 mmol), conc. hydrochloric acid (0.5 mL) in ethanol (3 mL) was refluxed for 37 hours. The mixture was evaporated and purified by prep.-HPLC (0.1% TFA as additive) to give Compound 122 (51 mg, yield 16%). HNMR (DMSO-d6, 400 MHz): δ 8.77 (s, 1H), 8.16 (d, J=2.0 Hz, 1H), 7.92 (d, J=2.4 Hz, 1H), 7.56 (d, J=2.0 Hz, 1H), 7.25-7.21 (m, 5H), 7.01-6.98 (m, 3H), 6.82-6.79 (m, 2H), 5.31 (d, J=2.8 Hz, 1H), MS (ESI): m/z 413.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067893B2
Source datasetuspto-grants-2015_06
ORD IDord-0bf98850c8ab46ba94818a940286bd83
Source noteuspto-grants-2015_06