Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868945Generated: October 30, 2026

O-Phenylenediamine → HCID 70114277, compound

https://huagongshe.com/reaction/868945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
ReactantSodium CarbonateHCID 10340—
Reactant3-(3-methylquinoxalin-2-yl)propanoic acidHCID 258141—
SolventHydrochloric AcidHCID 313—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 70114277HCID 701142776.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

3-(3-Methylquinoxalin-2-yl)propanoic acid (98 mg, 0.45 mmol) and benzene-1,2-diamine (98 mg, 0.45 mmol) were suspended in 4 M HCl in 1,4-dioxane (6 mL) and heated in the microwave (150° C., 2.5 h). The crude reaction was poured into saturated aqueous Na2CO3 solution (30 mL) and extracted with EtOAc (3×50 mL). The organic layers were combined, washed with brine (1×50 mL), dried (Na2SO4), filtered and concentrated. The crude material was purified by RPLC (Gilson). Fractions containing the compound were combined, diluted with EtOAc and washed with saturated aqueous Na2CO3, dried (Na2SO4), filtered and concentrated to give 2-(2-(1H-benzo[d]imidazol-2-yl)ethyl)-3-methylquinoxaline (8 mg) as an orange oil. LC-MS m/z 289 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969349B2
Source datasetuspto-grants-2015_03
ORD IDord-e1aad603e8d64a6d9d08400beb469181
Source noteuspto-grants-2015_03