N,N'-DIACETYLGLYCINE ANHYDRIDE Chemical Properties

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 Information

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

N,N'-DIACETYLGLYCINE ANHYDRIDE Usage And Synthesis

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.

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.

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.

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

N,N'-DIACETYLGLYCINE ANHYDRIDE(3027-05-2)Related Product Information

• 3,6-Pyridazinedione, 1,2-diacetyltetrahydro-
• 1,4-DIFORMYLPIPERAZINE
• GLYCINE ANHYDRIDE
• 1,4-DIACETYL-3,6-DIBENZYLTETRAHYDRO-2,5-PYRAZINEDIONE
• 1-ACETYL-4-METHYLPIPERAZINE HYDROCHLORIDE
• 1-Piperazinecarbaldehyde
• Piperazine, 1,4-diacetyl- (6CI,8CI,9CI)
• 1-ETHYLPIPERAZIN-2-ONE
• N,N'-DIACETYLGLYCINE ANHYDRIDE
• SARCOSINE ANHYDRIDE
• 1-Methylpiperazin-2-one
• 2-Piperazinone
• N,N'-DIACETYLETHYLENEDIAMINE
• 1-FORMYL-4-METHYLPIPERAZINE
• 1-Acetylpiperazine