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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1035167Generated: October 30, 2026

Triethylamine → HCID 66653417, compound

https://huagongshe.com/reaction/1035167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthoxalyl chlorideHCID 20884—
Reactantp-ToluohydrazideHCID 77174—
SolventDichloromethaneHCID 6344—
ProductHCID 66653417HCID 6665341781%

Reaction Conditions

Temperature0 °C

Reaction Steps

4-Methylbenzohydrazide (6 g, 40 mmol) was dissolved in DCM (100 mL) and triethylamine (7.3 g, 80 mmol) was added. The solution was cooled with an ice-bath and ethyl chloro(oxo)acetate (5.5 g, 40 mmol) was added dropwise. After completed addition the reaction was stirred at 0° C. for 1 h and at rt for 2 h. The reaction mixture was washed with 0.2 M HCl, aqueous NaHCO3 solution (sat.) and brine. The organic solution was filtered through a phase separator and the solvent was removed by evaporation. There was obtained 8.1 g (81%) of 6A as a white solid. 1H NMR (400 MHz, CDCl3): δ 1.36 (t, 3H), 2.38 (s, 3H), 4.35 (q, 2H) 7.21 (d, 2H), 7.73 (d, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546375B2
Source datasetuspto-grants-2013_10
ORD IDord-46cf61d4084a42e69eb9f016c030693b
Source noteuspto-grants-2013_10