| Identification | Back Directory | [Name]
N,N'-DIACETYLGLYCINE ANHYDRIDE | [CAS]
3027-05-2 | [Synonyms]
N,N'-DIACETYLGLYCINE ANHYDRIDE
1,4-DIACETYL-2,5-DIOXOPIPERAZINE
1,4-DIACETYL-2,5-PIPERAZINEDIONE
N,N′-Diacetyl-2,5-dioxopiperazine
1,4-DIACETYL-PIPERAZINE-2,5-DIONE
1,4-DIACETYL-2,5-DIKETOPIPERAZINE
N,N'-Diacetylglycine Anhydride >
2,5-Piperazinedione, 1,4-diacetyl-
1,4-DIACETYLTETRAHYDRO-2,5-PYRAZINEDIONE
N,N'-Diacetylglycine Anhydride
N,N'-DIACETYLGLYCINE ANHYDRIDE ISO 9001：2015 REACH
1,4-Diacetyl-2,5-diketopiperazine
1,4-Diacetyl-2,5-dioxopiperazine
1,4-Diacetyl-2,5-piperazinedione | [Molecular Formula]
C8H10N2O4 | [MDL Number]
MFCD00059789 | [MOL File]
3027-05-2.mol | [Molecular Weight]
198.18 |
| Chemical Properties | Back Directory | [Melting point ]
99-100°C | [Boiling point ]
424.4±38.0 °C(Predicted) | [density ]
1.375±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
powder to crystal | [pka]
-1.74±0.20(Predicted) | [color ]
White to Light yellow to Light orange | [BRN ]
188115 | [InChI]
InChI=1S/C8H10N2O4/c1-5(11)9-3-8(14)10(6(2)12)4-7(9)13/h3-4H2,1-2H3 | [InChIKey]
CBBKKVPJPRZOCM-UHFFFAOYSA-N | [SMILES]
N1(C(C)=O)CC(=O)N(C(C)=O)CC1=O |
| Hazard Information | Back Directory | [Description]
?N,N'-diacetylglycine anhydride, also known as diacetylated glycylglycine, can be obtained by acylation of glycylglycine with acetic anhydride. N,N'-diacetylglycine anhydride can be used to prepare DL-neopentylglycine derivatives. | [Application]
N,N'-diacetylglycine anhydride can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical and pharmaceutical synthesis process. | [Preparation]
After the mixed reaction of glycylglycine and acetic anhydride, ethyl acetate and petroleum ether are added in sequence to obtain the intermediate N,N'-diacetylglycine anhydride. | [Synthesis]
GENERAL METHOD: 2,5-Piperazinedione (500 mg, 2.5 mmol) was mixed with ethanoic anhydride (20 mL) and reacted at 150°C overnight. Upon completion of the reaction, the excess acetic anhydride was removed by distillation under reduced pressure. The residue was purified by silica gel column chromatography to afford 1,4-diacetylpiperazine-2,5-dione. | [References]
[1] Journal of Organic Chemistry, 2015, vol. 80, # 5, p. 2554 - 2561
[2] Synthesis (Germany), 2014, vol. 46, # 5, p. 621 - 628
[3] European Journal of Medicinal Chemistry, 2014, vol. 83, p. 236 - 244
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993, # 11, p. 1217 - 1224
[5] Tetrahedron, 2012, vol. 68, # 36, p. 7374 - 7379 |
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