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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9154Generated: October 23, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → N-[7-(4-Bromoanilino) [1,3]thiazolo [4',5':3,4]benzo[d][1,3]thiazol-2-yl]-N'-ethylurea

https://huagongshe.com/en/reaction/9154

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
ReactantN-[7-(4-Bromoanilino)-4,5-dihydro[1,3]thiazolo[4',5': 3,4]benzo[d][1,3]thiazol-2-yl]-N'-ethylureaHCID 86588976—
SolventTolueneHCID 1140—
ProductN-[7-(4-Bromoanilino) [1,3]thiazolo [4',5':3,4]benzo[d][1,3]thiazol-2-yl]-N'-ethylureaHCID 86588977—

Reaction Conditions

Temperature20 °C

Reaction Steps

To a suspension of N-[7-(4-bromoanilino)-4,5-dihydro[1,3]thiazolo[4′,5′: 3,4]benzo[d][1,3]thiazol-2-yl]-N′-ethylurea (27 mg, 0.060 mmol) in toluene (2.0 mL) was added DDQ (28 mg, 0.125 mmol). The reaction mixture was stirred at about 20° C. for about 2 hrs. The reaction mixture was pumped down in vacuo and purified by preparative HPLC. 7 mg (26%, 2 steps) pure product was isolated. LC/MS 448 and 450 (MH+); RP-HPLC 18.09 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091227B2
Source datasetuspto-grants-2006_08
ORD IDord-108f08c279ff47c1a94c99a2e3501eb7
Source noteuspto-grants-2006_08