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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533714Generated: October 30, 2026

1,2-Dichloroethane → HCID 666146, compound

https://huagongshe.com/reaction/533714

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant3,3-DimethylbutylamineHCID 19709—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(3-Phenyl-1,2,4-oxadiazol-5-yl)benzoic acidHCID 12519293—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 666146HCID 666146124.7%

Reaction Steps

To a solution of 4-(3-phenyl-1,2,4-oxadiazol-5-yl)benzoic acid (200 mg, 0.75 mmol) in DMF (2 mL) was added EDC (167 mg, 0.90 mmol), HOBt (122 mg, 0.90 mmol), DIPEA (200 mg, 1.50 mmol) and 3,3-dimethylbutylamine (113 mg, 1.12 mmol). The reaction was stirred at room temperature for 18 h. The reaction was diluted with water (10 mL) and isolated the white precipitate by vacuum filtration to afford N-(3,3-dimethylbutyl)-4-(3-phenyl-1,2,4-oxadiazol-5-yl-benzamide (248 mg, 95%). 1H-nmr (400 MHz, CDCl3) δ 8.31 (d, J=8 Hz, 2H), 8.23-8.17 (m, 2H), 7.95 (d, J=8 Hz, 2H), 7.59-7.52 (m, 3H), 6.12 (s, 1H), 3.57-3.51 (m, 2H) 1.62-1.58 (m, 2H), 1.02 (s, 9H); MS (ESI) m/z 349.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853392B2
Source datasetuspto-grants-2014_10
ORD IDord-9fa148ac26414a3e87b187ae5e5af6c6
Source noteuspto-grants-2014_10