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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9596Generated: October 23, 2026

2,6-Dichlorobenzothiazole → 4-{4'-[(6-Chloro-1,3-benzothiazol-2-yl)amino]-1,1'-biphenyl-4-yl}-2-[2-(dimethylamino)ethyl]-4-oxobutanoic acid

https://huagongshe.com/en/reaction/9596

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-DichlorobenzothiazoleHCID 77176—
ReactantTrifluoroacetateHCID 84468—
Reactant4-[4'-(1,3-Benzothiazol-2-ylamino)-1,1'-biphenyl-4-yl]-2,2-dimethyl-4-oxobutanoic acidHCID 11475930—
ReactantMethyl 4-(4'-amino-1,1'-biphenyl-4-yl)-2-[2-(dimethyl-amino)ethyl]4-oxobutanoateHCID 21985852—
Product4-{4'-[(6-Chloro-1,3-benzothiazol-2-yl)amino]-1,1'-biphenyl-4-yl}-2-[2-(dimethylamino)ethyl]-4-oxobutanoic acidHCID 1155525216.3%

Reaction Steps

This compound was prepared from methyl 4-(4′-amino-1,1′-biphenyl-4-yl)-2-[2-(dimethyl-amino)ethyl]-4-oxobutanoate (60 mg, 0.17 mmol) and 2,6-dichloro-1,3-benzothiazole (51.8 mg, 0.25 mmol)) in a similar manner to the method described for 4-[4′-(1,3-benzothiazol-2-ylamino)-1,1′-biphenyl-4-yl]-2,2-dimethyl-4-oxobutanoic acid, providing 14.1 mg (13%) of the desired product as the trifluoroacetate salt. 1H NMR (400 MHz, CD3OD) δ 8.10 (d, 2 H), 7.70–8.10 (m, 8 H), 7.30 (m, 1H), 3.60 (m, 1 H), 3.30–3.40 (m, 3 H), 3.10 (m, 1 H), 2.95 (s, 6 H), 2.20 (m, 1 H), 2.00 (m, 1 H). LC-MS m/z 508.1 (MH+), ret. time 2.66 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091228B2
Source datasetuspto-grants-2006_08
ORD IDord-7c19388199054a7cbfef998edf07e7ca
Source noteuspto-grants-2006_08