Ethyl 2-(3-oxo-2-piperazinyl)acetate

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Ethyl 2-(3-oxo-2-piperazinyl)acetate Basic information
Product Name:Ethyl 2-(3-oxo-2-piperazinyl)acetate
Synonyms:TIMTEC-BB SBB010112;ETHYL 3-OXOPIPERAZINE-2-ACETATE;ETHYL 2-(3-OXOPIPERAZIN-2-YL)ACETATE;ETHYL (3-OXOPIPERAZIN-2-YL)ACETATE;BUTTPARK 32\06-70;(3-OXO-PIPERAZIN-2-YL)-ACETIC ACID ETHYL ESTER;AKOS BC-0605;AKOS BBB/039
CAS:33422-35-4
MF:C8H14N2O3
MW:186.21
EINECS:
Product Categories:pharmacetical;Esters;Pyrans, Piperidines &Piperazines;CHIRAL CHEMICALS;Pyrans, Piperidines & Piperazines
Mol File:33422-35-4.mol
Ethyl 2-(3-oxo-2-piperazinyl)acetate Structure
Ethyl 2-(3-oxo-2-piperazinyl)acetate Chemical Properties
Melting point 110-111°C
Boiling point 360.6±27.0 °C(Predicted)
density 1.101±0.06 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
pka15.06±0.40(Predicted)
AppearanceWhite to off-white Solid
InChIInChI=1S/C8H14N2O3/c1-2-13-7(11)5-6-8(12)10-4-3-9-6/h6,9H,2-5H2,1H3,(H,10,12)
InChIKeyHNYRNJAZRKCHSC-UHFFFAOYSA-N
SMILESN1CCNC(=O)C1CC(OCC)=O
CAS DataBase Reference33422-35-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39
HazardClass IRRITANT
HS Code 2933599590
MSDS Information
Ethyl 2-(3-oxo-2-piperazinyl)acetate Usage And Synthesis
Synthesis
Ethylenediamine

107-15-3

Diethyl maleate

141-05-9

ETHYL 2-(3-OXO-2-PIPERAZINYL)ACETATE

33422-35-4

1. Ethylenediamine (1.17 mL, 17.42 mmol) and diethyl maleate (3 g, 17.42 mmol) were added to a 50 mL round bottom flask and dissolved in propanol (30 mL). 2. The reaction mixture was stirred at 55 °C for 16 h. 3. Upon completion of the reaction, the solvent was removed under reduced pressure by rotary evaporator. 4. The residue was placed in a vacuum drying chamber and The residue was dried to give the crude ethyl 2-(3-oxopiperazin-2-yl)acetate. 5. The crude product was used directly in the next step of the reaction without further purification. Yield: 3.4 g (quantitative yield).

References[1] Patent: US2008/312231, 2008, A1. Location in patent: Page/Page column 40
[2] Journal of Heterocyclic Chemistry, 1993, vol. 30, # 1, p. 275 - 276
[3] Journal of Pharmaceutical Sciences, 1990, vol. 79, # 5, p. 447 - 452
Ethyl 2-(3-oxo-2-piperazinyl)acetate Preparation Products And Raw materials
Raw materialsEthylenediamine-->Diethyl fumarate-->Diethyl maleate
Preparation ProductsEthyl 2-(1-[(2-chlorophenyl)sulfonyl]-3-oxo-2-piperazinyl)acetate
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