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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222096Generated: October 30, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 68707430, compound

https://huagongshe.com/reaction/222096

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
ReactantHCID 68708273HCID 68708273—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68707430HCID 68707430—

Reaction Steps

To a mixture of 1-methyl-1,4,5,6-tetrahydro-1,6,7-triaza-as-indacene-3-carboxylic acid ethyl ester A1 (1.65 mmol) in dioxane (45 mL) under argon, DDQ (1.2 eq) was added and the reaction was kept at 100° C. for 2 h. The residue obtained after solvent evaporation was taken up with AcOEt and the organic phase was washed with water, dried (Na2SO4) and concentrated to give a crude product that was purified using the Biotage Horizon system (AcOEt/hexane 2:8). The title product was obtained as a solid (30% yield). ESI (+) MS: m/z 244 (MH+). 1H NMR: 1.34 (t, 3H), 4.13 (s, 3H), 4.28 (q, 2H), 7.40 (d, 1H), 7.96 (s, 1H), 8.00 (d, 1H), 8.41 (s, 1H), 13.28 (bs, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207180B2
Source datasetuspto-grants-2012_06
ORD IDord-93a58d9496474be8977ed23fcd8db02a
Source noteuspto-grants-2012_06