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3027-05-2

3027-05-2 Structure

3027-05-2 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

36/37/38-43-36/38-22
[Safety Statements ]

26-36/37/39-36/37
[WGK Germany ]

3
[HS Code ]

2933.59.9500
[HazardClass ]

IRRITANT
Hazard InformationBack 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]

GLYCINE ANHYDRIDE

106-57-0

Acetic anhydride

108-24-7

N,N'-DIACETYLGLYCINE ANHYDRIDE

3027-05-2

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
Spectrum DetailBack Directory
[Spectrum Detail]

N,N'-DIACETYLGLYCINE ANHYDRIDE(3027-05-2)1HNMR
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