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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2064594Generated: November 1, 2026

O-Phenylenediamine → 1097816-83-5

https://huagongshe.com/reaction/2064594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
ReactantPotassium CarbonateHCID 11430—
ReactantIndazole-3-carboxylic acidHCID 78250—
SolventEthyl AcetateHCID 8857—
Product1097816-83-5HCID 13546449145.8%

Reaction Conditions

Temperature155 °C

Reaction Steps

A mixture of 1,2-diaminobenzene (108 mg), indazole-3-carboxylic acid (118 mg) and polyphosphoric acid (1 mL) was heated at 150-160° C. for 24 hours. The mixture was cooled, then diluted with ice water (10 mL) and then treated with ethyl acetate (10 mL). The aqueous layer was basified by addition of solid potassium carbonate. The layers were separated and the aqueous layer was extracted with ethyl acetate (10 mL). The combined organic phases were dried and then evaporated. The residue was subjected to chromatography on silica eluting with a mixture of heptane and ethyl acetate to give 3-(1H-benzoimidazol-2-yl)-1H-indazole (78 mg). LC-MS (METHOD A): RT=1.28 minutes; 235 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288425B2
Source datasetuspto-grants-2012_10
ORD IDord-649125166cb64f78a405de92765a1540
Source noteuspto-grants-2012_10