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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174981Generated: November 3, 2026

Oxalyl chloride → 2',4'-Dichloro-biphenyl-4-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide

https://huagongshe.com/reaction/1174981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant2',4'-Dichloro-biphenyl-4-carboxylic acidHCID 10754279—
ReactantN2-(2-Dimethylamino-ethyl)-N2-methyl-benzothiazole-2,6-diamineHCID 55226563—
Product2',4'-Dichloro-biphenyl-4-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amideHCID 11511656105.5%
Product2',4'-Dichloro-biphenyl-4-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide hydrochloride saltHCID 69369806—

Reaction Steps

The title compound is prepared by following Method C, using 2′,4′-dichloro-biphenyl-4-carboxylic acid (6.40 g, 23.97 mmol), (COCl)2 (7.0 mL, 79.9 mmol) and N*2*-(2-dimethylamino-ethyl)-N*2*-methyl-benzothiazole-2,6-diamine (4.0 g, 15.9 mmol) top afford 2′,4′-dichloro-biphenyl-4-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide (4.19 g, 54%). The material is dissolved in THF (100 mL), and followed by addition of 1.0 M HCl in EtOH (8.5 mL). The resulting solid is collected to give the 4.27 g (93%) of the hydrochloride salt. LC/MS, Retention time=5.17 min; (m/z): calcd for C25H24Cl2N4OS 499.5; found: 499.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838543B2
Source datasetuspto-grants-2010_11
ORD IDord-23c066355ed441f2908436d4da2fd9d3
Source noteuspto-grants-2010_11