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2,4,5-Triamino-6-hydroxypyrimidine sulfate

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2,4,5-Triamino-6-hydroxypyrimidine sulfate Basic information

Product Name:
2,4,5-Triamino-6-hydroxypyrimidine sulfate
Synonyms:
  • 6-HYDROXY-2,4,5-TRIAMINOPYRIMIDINE SULFATE HYDRATE
  • 2,5,6-TRIAMINO-4-PYRIMIDINOL SULFATE HYDRATE
  • 2,5,6-TRIAMINO-4(1H)-PYRIMIDINONE SULFATE HYDRATE
  • 4-HYDROXY-2,5,6-TRIAMINOPYRIMIDINE
  • 2,5,6-Triamino-4(1H)-pyrimidinone sulfate
  • 4-hydroxy-2,5,6-triaminopyrimidine sulf. monohydr. (6-2,4,5)
  • 2,5,6-triamino-4-pyrimidol sulfate salt
  • 4-hydroxy-2,5,6-triaminopyrimidine sulfate salt
CAS:
35011-47-3
MF:
C4H9N5O5S
MW:
239.21
EINECS:
609-054-5
Product Categories:
  • Heterocyclic Compounds
Mol File:
35011-47-3.mol
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2,4,5-Triamino-6-hydroxypyrimidine sulfate Chemical Properties

Melting point:
≥300 °C(lit.)
RTECS 
UW7175000
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Soluble in DMSO.
form 
Solid
color 
Pale Yellow
InChI
InChI=1S/C4H7N5O.H2O4S/c5-1-2(6)8-4(7)9-3(1)10;1-5(2,3)4/h5H2,(H5,6,7,8,9,10);(H2,1,2,3,4)
InChIKey
RSKNEEODWFLVFF-UHFFFAOYSA-N
SMILES
NC1C(N=C(N)NC=1N)=O.S(O)(O)(=O)=O
CAS DataBase Reference
35011-47-3(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29349990

MSDS

  • Language:English Provider:ACROS
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2,4,5-Triamino-6-hydroxypyrimidine sulfate Usage And Synthesis

application

6-Hydroxy-2,4,5-triaminopyrimidine, Sulfate (cas# 35011-47-3) is a compound useful in organic synthesis.

Chemical Properties

yellow-beige crystalline powder

Uses

2,4,5-Triamino-6-hydroxypyrimidine Sulfate Salt is an intermediate used in the preparation of labelled 2-Amino-6,8-dihydroxypurine Hydrochloride (A604920). A labelled substituted 5-aminopyrimidines with antioxidative activity.

Uses

2,4,5-Triamino-6-hydroxypyrimidine sulfate is used in the preparation of guanines and other purine derivatives with antiviral activities.

Purification Methods

This salt has very low solubility in H2O. It is best purified by conversion into the dihydrochloride salt, which is then re-converted to the insoluble sulfate salt. The sulfate salt (2.57g, 10mmoles) is suspended in H2O (20mL) containing BaCl2 (10mmoles) and stirred in a boiling water bath for 15minutes. After cooling, the insoluble BaSO4 is filtered off and washed with boiling H2O (10mL). The combined filtrate and washings are made acidic with HCl and evaporated to dryness. The residual hydrochloride salt is recrystallised from H2O by adding conc HCl whereby the dihydrochloride salt separates as clusters which darken at 260o and dec > 300o[darkening > 360o]. [Baugh & Shaw J Org Chem 29 3610 1964, King & Spengley J Chem Soc 2144 1952]. The hydrochloride is then dissolved in H2O, and while hot an equivalent of H2SO4 is added when the sulfate separates as a white microcrystalline solid which is filtered off washed liberally with H2O and dried in vacuum over P2O5. [Albert & Wood J Appl Chem London 3 521 1953, UV: Cavalieri et al. J Am Chem Soc 70 3875 1948; see also Pfleiderer Chem Ber 90 2272 1957, Traube Chem Ber 33 1371 1900.] The hydrochloride has m > 300o. [Beilstein 25 II 384, 25 III/IV 3648.]

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