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5-(2-HYDROXYETHYL)URACIL

CAS No.
23956-12-9
Chemical Name:
5-(2-HYDROXYETHYL)URACIL
Synonyms
NSC 528412;5-(2-Hydroxyethyl);5-(2-HYDROXYETHYL)URACIL;5-(2-Hydroxyethyl)pyrimidine-2,4-diol;5-(2-hydroxyethyl)-1H-pyrimidine-2,4-dione;5-(2-Hydroxyethyl)-2,4(1H,3H)-pyriMidinedione;5-(2-hydroxyethyl)pyrimidine-2,4(1H,3H)-dione;2,4(1H,3H)-Pyrimidinedione, 5-(2-hydroxyethyl)-;5-(2-Hydroxyethyl)uracil, 5-(2-Hydroxyethyl)-2,4(1H,3H)-pyrimidinedione
CBNumber:
CB0143921
Molecular Formula:
C6H8N2O3
Molecular Weight:
156.14
MDL Number:
MFCD00627681
MOL File:
23956-12-9.mol
MSDS File:
SDS
Last updated:2026-05-11 19:39:08
Product description Number Pack Size Price
5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione 95+% H43246 250mg $53
5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione 95+% H43246 1g $60
5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione 95+% H43246 5g $230
5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione 95+% H43246 25g $930
5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione 8087AD 5g $1116

5-(2-HYDROXYETHYL)URACIL Properties

Melting point 264-265 °C
Density 1.324±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
pka 8.81±0.10(Predicted)
Appearance Off-white to light yellow Solid

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
HazardClass  IRRITANT

5-(2-HYDROXYETHYL)URACIL price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Synthonix H43246 5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione 95+% 23956-12-9 250mg $53 2026-05-06 Buy
Synthonix H43246 5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione 95+% 23956-12-9 1g $60 2026-05-06 Buy
Synthonix H43246 5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione 95+% 23956-12-9 5g $230 2026-05-06 Buy
Synthonix H43246 5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione 95+% 23956-12-9 25g $930 2026-05-06 Buy
AK Scientific 8087AD 5-(2-Hydroxyethyl)pyrimidine-2,4(1H,3H)-dione 23956-12-9 5g $1116 2021-12-16 Buy
Product number Packaging Price Buy
H43246 250mg $53 Buy
H43246 1g $60 Buy
H43246 5g $230 Buy
H43246 25g $930 Buy
8087AD 5g $1116 Buy

5-(2-HYDROXYETHYL)URACIL Chemical Properties,Uses,Production

Synthesis

Urea, N-[(dihydro-2-oxo-3(2H)-furanylidene)methyl]-

89532-90-1

5-(2-HYDROXYETHYL)URACIL

23956-12-9

The general procedure for the synthesis of 5-(2-hydroxyethyl)pyrimidine-2,4(1H,3H)-diones from the compound (CAS: 89532-90-1) is as follows: first, based on the modification of the 5-position of uracil, referring to the literature method (JD Fissekis, A. Myles, GB Brown, J. Org. Chem. 1964, 29, 2670 ) for large-scale preparation. The procedure consisted of the preparation of the sodium salt 26 by formylation of 25 g of γ-butyrolactone with methyl formate, followed by reaction with a urea derivative 27 to give hydroxyethyluracil 28 by cyclization (Scheme 1). Next, hydroxyethyluracil 28 was methylated with methanesulfonyl chloride in pyridine to give compound 29 (JD Fissekis, F. Sweet, J. Org. Chem. 1973, 38, 264). Innovative steps included the reaction of compound 29 with sodium azide in DMF to produce azide 30, followed by reduction with triphenylphosphine in pyridine to give aminoethyluracil 31. Finally, the amino functional group in 31 was protected using N-ethoxycarbonylphthalimide (Scheme 2). Then, nucleotidylation of ribosyl tetrabenzoate 33 with N-phenylformylaminoacetate 32 afforded ribosyl trisbenzoate 34 in high yield.The coupling constants between H-C(1') and H-C(2') by J = 9.5 Hz clearly showed that the heterojunction center of the pyranose ring was in the β-configuration. Subsequently, the benzoate protecting group was removed with NaOMe in methanol to afford the linker triol 35. Benzoyl chloride was reacted with 35 in pyridine/dichloromethane (1:10) at -78 °C in the presence of DMAP. This method yielded the desired 2'-benzoate 36 (64% yield) in addition to the 2',4'-dibenzoylated product (22%), which upon collection could be converted to the triol 35 by a methanolysis process similar to that of 34 to 35. 2'-Benzoate 36 was trimethoxytritylated at the 4'-position in the presence of Hünig's base in methylene chloride in a yield of over 90%. Rearrangement of 4'-DMT-2'-benzoate 37 to 4'-DMT-3'-benzoate 38 was carried out in n-propanol/pyridine (5:2) in the presence of DMAP, p-nitrophenol and Hünig base. Chromatographic purification afforded 38.Finally, 4'-DMT-3'-benzoate 38 was reacted with ClP(OAl)N(iPr)2 in the presence of Hünig base to prepare phosphoramidite 39 (Scheme 3). This phosphoramidite 39 can be used directly for automated oligonucleotide synthesis without the need to adjust the synthetic scheme.

References

[1] Patent: US6699978, 2004, B1. Location in patent: Page column 10-11

5-(2-HYDROXYETHYL)URACIL Preparation Products And Raw materials

5-(2-HYDROXYETHYL)URACIL Suppliers

Global( 52)Suppliers
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View Lastest Price from 5-(2-HYDROXYETHYL)URACIL manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-(2-Hydroxyethyl)uracil pictures 2026-05-11 5-(2-Hydroxyethyl)uracil
23956-12-9
US $0.00-0.00 / mg 10g TargetMol Chemicals Inc.

5-(2-HYDROXYETHYL)URACIL Spectrum

2,4(1H,3H)-Pyrimidinedione, 5-(2-hydroxyethyl)- 5-(2-hydroxyethyl)pyrimidine-2,4(1H,3H)-dione 5-(2-Hydroxyethyl)-2,4(1H,3H)-pyriMidinedione 5-(2-HYDROXYETHYL)URACIL 5-(2-hydroxyethyl)-1H-pyrimidine-2,4-dione 5-(2-Hydroxyethyl)pyrimidine-2,4-diol NSC 528412 5-(2-Hydroxyethyl) 5-(2-Hydroxyethyl)uracil, 5-(2-Hydroxyethyl)-2,4(1H,3H)-pyrimidinedione 23956-12-9