Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1821374Generated: November 1, 2026

1,2-Dichloroethane → (E)-2-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}benzoxazole

https://huagongshe.com/reaction/1821374

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant2-AminophenolHCID 5801—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant(E)-2-[2-(1H-indazol-3-yl)vinyl]benzoic acidHCID 57586985—
SolventO-XyleneHCID 7237—
SolventEthyl acetate hexaneHCID 21226206—
Product(E)-2-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}benzoxazoleHCID 690022695.1%

Reaction Steps

In a similar manner to Example 28, (E)-2-[2-(1H-indazol-3-yl)vinyl]benzoic acid (0.20 g, 0.76 mmol) obtained in Step 1 of Example 47, 2-aminophenol (91 mg, 0.83 mmol), 1-hydroxybenzotriazole monohydrate (35 mg, 0.23 mmol), EDC (0.16 mg, 0.83 mmol) and THF/DMF (2/1, 3.0 mL) were reacted. Then, in a similar manner to Step 2 of Example 150, the reaction mixture was treated with p-toluenesulfonic acid monohydrate (0.26 mg, 1.5 mmol) and xylene (5.0 mL) to obtain Compound 183 (13 mg, 5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07605272B2
Source datasetuspto-grants-2009_10
ORD IDord-aecf9f359a254d73abc84426f94ee57d
Source noteuspto-grants-2009_10