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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1176813Generated: October 27, 2026

Triethylamine → n-Propyl (2Z)-3-amino-2-cyano-4-[(methylsulfanyl)methyl]-2-hexenoate

https://huagongshe.com/reaction/1176813

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhosphorus oxychlorideHCID 24813—
Reactantn-Propyl 2-cyano-3-hydroxy-4-[(methylsulfanyl)methyl]-2-hexenoateHCID 72326550—
SolventDichloromethaneHCID 6344—
Productn-Propyl (2Z)-3-amino-2-cyano-4-[(methylsulfanyl)methyl]-2-hexenoateHCID 59560841—

Reaction Conditions

Temperature25 °C

Reaction Steps

15 g (58.3 mmol) of n-propyl-2-cyano-3-hydroxy-4-[(methyl-sulfanyl)methyl]-2-hexenoate were dissolved in CH2Cl2, and 18 g (0.12 mmol) of POCl3 were added. At 0° C., 24 g (237 mmol) of triethylamine were then added dropwise, and the mixture was stirred at 25° C. for 2 h. The reaction solution was concentrated and the residue was dissolved in acetonitrile. At 0° C., 50 ml (650 mmol) of 25% strength ammonia solution were then added dropwise to this solution, and the mixture was stirred for 1 h.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842832B2
Source datasetuspto-grants-2010_11
ORD IDord-3c75a11aa77e40e5b27fa7283f45b837
Source noteuspto-grants-2010_11