5-Ethyl-2,4(1H,3H)-pyrimidinedione
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5-Ethyl-2,4(1H,3H)-pyrimidinedione
structure -
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CAS No:
4212-49-1
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Formula:
C6H8N2O2
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Chemical Name:
5-Ethyl-2,4(1H,3H)-pyrimidinedione
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Synonyms:
2,4(1H,3H)-Pyrimidinedione,5-ethyl-;Uracil,5-ethyl-;5-Ethyl-2,4(1H,3H)-pyrimidinedione;5-Ethyluracil
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CAS No:
5-Ethyl-2,4(1H,3H)-pyrimidinedione Basic Attributes
140.14
140.14
119494
443-780-1
DTXSID60194959
2933599090
Safety Information
3
36/37/38
26-36
Xi
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 50 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5-Ethyl-2,4(1H,3H)-pyrimidinedione Use and Manufacturing
Urea (19.39 g, 0.32 mol) (J. T. Baker) was added over 20 minutes to fuming sulfuric acid (26-29.5percent free S03, 135 mL, 2.65 mol) (Aldrich) with cooling in an ice water bath maintaining the reaction temperature between 8 to 15 °C. After stirring for an additional 30 minutes, ethyl 2-formylbutyrate (46.55 g, 0.32 mol) (from Example LC, supra) was added over 18 minutes keeping the reaction at the same temperature. After stirring for another 30 minutes, a second portion of urea (15.07 g, 0.25 mol) was added over 10 minutes at the same temperature. The reaction mixture was then stirred at room temperature for 65 hours, and at 90-100 °C for 2 hours (gas evolution was observed, and reaction was exothermic, with reaction temperature rising to 110 °C). The mixture was cooled to 30 °C with an ice-water bath. Ice (270 g) was added slowly keeping the reaction below 35 °C. The mixture was then cooled to 5 °C and stirred for 20 minutes. The solid formed was collected by filtration, washed with cold water, hexanes, and diethyl ether and dried by suction to give 5-ethyl uracil. (Yield 38.85 g, 85.9percent).
Computed Properties
Molecular Weight:140.14
XLogP3:-0.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:140.058577502
Monoisotopic Mass:140.058577502
Topological Polar Surface Area:58.2
Heavy Atom Count:10
Complexity:208
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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5-Ethyl-2,4(1H,3H)-pyrimidinedione
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