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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 401112Generated: October 29, 2026

Hydrochloric Acid → HCID 56961511, compound

https://huagongshe.com/reaction/401112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantUreaHCID 1176—
Reactant2-PhenylacetophenoneHCID 9948—
ReactantHCID 86669340HCID 86669340—
SolventEthanolHCID 702—
ProductHCID 56961511HCID 5696151130%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixture of 4-hydroxy-3-nitro-5-(trifluoromethyl)benzaldehyde (Intermediate 79) (100 mg, 0.40 mmol), 1,2-diphenylethanone (83 mg, 0.40 mmol), urea (77 mg, 1.30 mmol) and conc. HCl (0.05 mL) in ethanol (1 mL) was heated at 90° C. for 37 hours. Solvent was removed under reduced pressure and the residue was purified by prep-HPLC (0.1% TFA as additive) to give Compound 154 (31.2 mg, yield 30%) as yellow solid. 1H NMR (DMSO 300 MHz): δ 8.81 (s, 1H), 8.17 (s, 1H), 7.87 (s, 1H), 7.62 (s, 1H), 7.25-7.17 (m, 5H), 7.03-6.96 (m, 3H), 6.78 (d, J=7.2 Hz, 2H), 5.34 (s, 1H), MS (ESI): m/z 456.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741915B2
Source datasetuspto-grants-2014_06
ORD IDord-405a1969a837401fbd00af2100aa42d5
Source noteuspto-grants-2014_06