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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174913Generated: October 29, 2026

Oxalyl chloride → 5-(4-Chloro-phenyl)-isoxazole-3-carboxylic acid [2-(isopropyl-methyl-amino)-benzothiazol-6-yl]-amide

https://huagongshe.com/reaction/1174913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant5-(4-Chlorophenyl)isoxazole-3-carboxylic acidHCID 1133644—
ReactantN2-Isopropyl-N2-methyl-benzothiazole-2,6-diamineHCID 57771707—
Product5-(4-Chloro-phenyl)-isoxazole-3-carboxylic acid [2-(isopropyl-methyl-amino)-benzothiazol-6-yl]-amideHCID 5777171536.2%

Reaction Steps

Prepare according to Method C (Example 9), using 5-(4-chlorophenyl)isoxazole-3-carboxylic acid (39 mg, 0.174 mmol), oxalyl chloride (300 μL, 3.44 mmol), and N2-isopropyl-N2-methyl-benzothiazole-2,6-diamine (33 mg, 0.149 mmol) to afford the title compound (23 mg, 36%). mass spectrum (m/e): 427.0 [M+H]. 1H NMR (400 MHz, DMSO-d6) δ 10.76 (s, 1H), 8.24 (d, 1H, J=2.2 Hz), 8.01 (d, 2H, J=8.8 Hz), 7.66 (d, 2H, J=8.4 Hz), 7.60 (dd, 1H, J=8.8, 2.2 Hz), 7.54 (s, 1H), 7.41 (d, 1H, J=8.4 Hz), 4.34 (m, 1H), 2.98 (s, 3H), 1.23 (d, 6H, J=6.6 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07838543B2
Source datasetuspto-grants-2010_11
ORD IDord-142475d182324d42a235841be06cd384
Source noteuspto-grants-2010_11