Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1519270Generated: October 26, 2026

5-Chloro-2-nitrophenylboronic acid → 5'-Chloro-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-2'-nitro-biphenyl-2-carboxylic acid

https://huagongshe.com/reaction/1519270

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-nitrophenylboronic acidHCID 10214460—
ReactantMethyl 2-bromo-5-(4-(3,4-dichlorophenyl)thiazol-2-yl)benzoateHCID 86679833—
Product5'-Chloro-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-2'-nitro-biphenyl-2-carboxylic acidHCID 715388797%

Reaction Steps

5′-Chloro-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-2′-nitro-biphenyl-2-carboxylic acid was prepared in 7% yield (for two steps) from 2-bromo-5-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-benzoic acid methyl ester (which may be prepared as described for Intermediate 6) and 5-chloro-2-nitrophenylboronic acid (available from Combi-Blocks Inc.) using General Procedure A for Suzuki Coupling and Hydrolysis in Parallel Mode. 1H NMR (300 MHz, DMSO-d6) δ 13.29 (br s, 1H), 8.60 (d, J=1.9 Hz, 1H), 8.50 (s, 1H), 8.29-8.37 (m, 2H), 8.20 (d, J=8.9 Hz, 2H), 8.10 (dd, J=8.4, 2.0 Hz, 1H), 7.73-7.82 (m, 2H), 7.60 (d, J=2.3 Hz, 1H), 7.53 (d, J=7.9 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073881B2
Source datasetuspto-grants-2015_07
ORD IDord-0444e300c5094ee498a215fef0411f90
Source noteuspto-grants-2015_07