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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184434Generated: November 2, 2026

1,2-Dichloroethane → HCID 66716829, compound

https://huagongshe.com/reaction/1184434

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-PhenylpiperidineHCID 69873—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Oxo-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylic acidHCID 706121—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 66716829HCID 66716829—

Reaction Conditions

Temperature23 °C

Reaction Steps

To a solution of 104 (0.5 mmol) in DMF (4 mL) was added 4-phenylpiperidine (0.75 mmol), EDC (0.6 mmol), and HOBt (0.6 mmol) followed by Hunig's base (1.5 mmol). The solution was stirred at 23° C. for 4 h and then water (15 mL) was added. The resulting solid was isolated by filtration, washed with water and dried in vacuo to give a white solid: 1H NMR (DMSO-d6, 400 MHz): δ=10.81 (s, 1H), 7.24-7.32 (m, 5H), 7.20 (t, J=6.9 Hz, 1H), 7.01 (d, J=1.5 Hz, 1H), 6.98 (d, J=10.9 Hz, 3H), 4.62 (s, 2H), 3.90 (s, 0H), 3.33 (s, 0H), 2.81 (t, J=12.0 Hz, 1H), 1.73-1.85 (m, 2 H), 1.59 ppm (dd, J=12.5, 3.7 Hz, 2H). ESI-MS: m/z 337.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669249B2
Source datasetuspto-grants-2014_03
ORD IDord-7ad602e365934fc9b3fd991bc0639973
Source noteuspto-grants-2014_03