1-Acetyl-2-imidazolidinone Chemical Properties

Melting point:

173-175°C

Density 

1.237

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Sparingly), DMSO (Sparingly), Methanol (Slightly, Heated)

form 

Solid

pka

12.11±0.20(Predicted)

color 

White to Off-White

InChI

InChI=1S/C5H8N2O2/c1-4(8)7-3-2-6-5(7)9/h2-3H2,1H3,(H,6,9)

InChIKey

JJWACYUTERPMBM-UHFFFAOYSA-N

SMILES

C1(=O)N(C(C)=O)CCN1

CAS DataBase Reference

5391-39-9(CAS DataBase Reference)

Safety Information

HS Code 

2933.29.9000

1-Acetyl-2-imidazolidinone Usage And Synthesis

Uses

1-Acetyl-2-imidazolidinone (Clonidine EP Impurity A) is a synthetic reagent used in the preparation of triple [14C]-labelled moxonidine which is an antihypertensive compound.

Uses

1-Acetyl-2-imidazolidinone (Clonidine EP Impurity A) is a synthetic reagent used in the preparation of triple [14C]-labelled moxonidine which is an antihypertensive compound.

Synthesis

General procedure for the synthesis of 1-acetyl-2-imidazolidinone from 2-imidazolidinone and acetic anhydride: 5.18 g (60.2 mmol) of 2-imidazolidinone and 50 mL of acetic anhydride were added to a 100 mL round-bottom flask. The mixture was placed in an oil bath and the reaction was stirred at 150 °C for 1 hour. Upon completion of the reaction, the mixture was cooled to room temperature and filtered to collect the precipitated solid. The solid was washed with a small amount of cold ethanol to give a final 4.94 g (yield: 64.1%) of colorless solid 1-acetyl-2-imidazolidinone.

References

[1] Chemistry - A European Journal, 2002, vol. 8, # 11, p. 2464 - 2475
[2] Patent: JP2016/145198, 2016, A. Location in patent: Paragraph 0087-0089
[3] Arkivoc, 2014, vol. 2014, # 2, p. 44 - 56
[4] Journal of the American Chemical Society, 1958, vol. 80, p. 6409,6412

1-Acetyl-2-imidazolidinone (5391-39-9)Related Product Information

• Imidazolidine
• Acetylacetone
• Imidazolidinyl urea
• Acetyl coenzyme A sodium salt
• N-ACETYL-L-TYROSINE ETHYL ESTER
• Acetyl chloride
• Methylchloroisothiazolinone/methylisothiazolinone mixture (MCIT/MIT)
• 1,3-Dimethyl-2-imidazolidinone
• 2-Imidazolidone
• N-Carbethoxy-4-piperidone
• N-(tert-Butoxycarbonyl)-4-piperidone
• N-ACETYL-(2S)-BORNANE 10,2-SULTAM
• 1-Acetyl-5-broMo-6-chloro-1H-indol-3-yl acetate
• 6-CHLOROINDOXYL-1,3-DIACETATE
• AC-GLU-OME
• N-ACETYL-4-S-CYSTEAMINYLPHENOL
• 1-ACETYL-5-BROMO-7-NITROINDOLINE
• 1-acetyl-3-bromopiperidin-4-one hydrobromide