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1-Acetyl-2-imidazolidinone

1-Acetyl-2-imidazolidinone structure

CAS No:
5391-39-9
Formula:
C5H8N2O2
Chemical Name:
1-Acetyl-2-imidazolidinone
Synonyms:
2-Imidazolidinone,1-acetyl-;1-Acetyl-2-imidazolidinone;N-Acetyl-2-imidazolidinone;N-Acetylimidazolidinone
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

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1-Acetyl-2-imidazolidinone Basic Attributes

Molecular Weight：

128.13

Exact Mass：

128.13

EC Number：

226-388-3

UNII：

I618FH9ZLM

DSSTox ID：

DTXSID40202187

HScode：

2933990090

Characteristics

PSA：

49.4

XLogP3：

-0.9

Appearance：

White to off-white powder

Density：

1.2±0.1 g/cm3

Melting Point：

171.5-173 °C

Refractive Index：

1.493

Safety Information

wgk germany：

hazard class code：

R38:Irritating to the skin.

safety instructions：

S37

Marks：

Precautionary statement(s)：

P264, P270, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P332+P313, P337+P313, P362, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (75%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 6 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

1-Acetyl-2-imidazolidinone Use and Manufacturing

Methods of Manufacturing

5.18 g (60.2 mmol) of 2-imidazolidone and 50 mL of acetic anhydride were added to a 100 mL recovery flask, and the mixture was stirred at an oil bath temperature of 150 ° C. for 1 hour. After cooling to room temperature, the precipitated solid was collected by filtration and washed with a small amount of cold ethanol to obtain 4.94 g (yield: 64.1percent) of colorless solid 1-acetyl-2-imidazolidone.A solution of imidazolidin-2-one 1a (0.47 g, 5.3 mmol) inAc2O (4.5 mL) was refluxed for 30 min. The reaction mixture was allowed to cool down to roomtemperature, and a white precipitate was formed. The precipitate was collected by vacuumfiltration, and the filtrate was concentrated in vacuo. The combined solids obtained were purifiedby flash column chromatography (silicagel, AcOEt) to obtain 1b, as a white solid (0.43 g, 63percent)mp (EtOH) 180-181 C (Lit.41 177-178 C); IR (KBr): νmax 1654, 1725, 3259 cm-1; 1H NMR (300MHz) δ 2.47 (s, 3H), 3.47 (t, J 8.1 Hz, 2H), 3.92 (t, J 8.1 Hz, 2H), 5.87 (broad s, 1H); 13C NMR(75.5 MHz) δ 23.3, 36.4, 42.1, 157.2, 170.8; MS (CI, 230 eV) m/z (percent) 129 [MH+], 128 [M+], 85(100), 70 (10).

Uses

Pharmaceutical intermediates, mainly used to synthesize new penicillins.

Computed Properties

Molecular Weight:128.13
XLogP3:-0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:128.058577502
Monoisotopic Mass:128.058577502
Topological Polar Surface Area:49.4
Heavy Atom Count:9
Complexity:155
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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1-Acetylimidazolidin-2-one

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Guide of 1-Acetyl-2-imidazolidinone

Basic Attributes
Characteristics
Safety Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
Latest News
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1-Acetyl-2-imidazolidinone

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