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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1821375Generated: October 31, 2026

1,2-Dichloroethane → (E)-2-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}-5-nitrobenzoxazole

https://huagongshe.com/reaction/1821375

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant2-Amino-4-NitrophenolHCID 3613389—
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}-5-nitrobenzoxazoleHCID 6899918715%

Reaction Steps

In a similar manner to Example 28, (E)-2-[2-(1H-indazol-3-yl)vinyl]benzoic acid (0.30 g, 1.1 mmol) obtained in Step 1 of Example 47, 2-amino-4-nitrophenol (0.19 g, 1.3 mmol), 1-hydroxybenzotriazole monohydrate (52 mg, 0.34 mmol), EDC (0.24 g, 1.3 mmol) and THF/DMF (2/1, 4.5 mL) were reacted. Then, in a similar manner to Step 2 of Example 150, the reaction mixture was treated with p-toluenesulfonic acid monohydrate (0.39 mg, 2.3 mmol) and xylene (10 mL) to obtain Compound 184 (63 mg, 14%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07605272B2
Source datasetuspto-grants-2009_10
ORD IDord-7a19398636d94c07bd5e36a0772fa5d0
Source noteuspto-grants-2009_10