Pyrimidine supplier | CasNO.289-95-2

Name
Pyrimidine
EINECS 206-026-0
CAS No. 289-95-2
Article Data105
CAS DataBase
Density 1.055 g/cm³
Solubility soluble in water
Melting Point 19-22 °C(lit.)
Formula C₄H₄N₂
Boiling Point 122.4 °C at 760 mmHg
Molecular Weight 80.0892
Flash Point 31.1 °C
Transport Information UN 1993 3/PG 3
Appearance white solid or colourless liquid
Safety 23-24/25-16
Risk Codes 10
Molecular Structure
Hazard Symbols R10:;
Synonyms m-Diazine;Pyrimidine (in DNA);1,3-Diazine;Miazine;Metadiazine;1,3-Diazabenzene;10008-95-4;1, 3-Diazabenzene;MiaskiteMiazine;Pyrimide;
PSA 25.78000
LogP 0.47660

Synthetic route

: 1450-85-7
2-thioxopyrimidine

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With dihydrogen peroxide; acetic acid at 25℃; for 0.0833333h;	85%
With ozone In acetic acid at 25℃; for 0.5h;	64%
With ozone In acetic acid at 25℃; for 0.5h;	64%

: 4595-59-9
5-bromopyrimidine

A: 289-95-2
PYRIMIDINE

B: 31458-33-0
5-methoxypyrimidine

Conditions

Conditions	Yield
With sodium methylate In methanol; ethyl acetate	A n/a B 70%

: 591-55-9
pyrimidin-5-amine

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With isopentyl nitrite In tetrahydrofuran at 120℃; under 5250.53 Torr; for 0.333333h;	55%

: 4595-59-9
5-bromopyrimidine

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With triethylamine In methanol; water at 4℃; for 24h; Irradiation; sensitizer: methylene blue;	52%
With methyl phenylphosphinate; tetrabutylammomium bromide; tetra-(n-butyl)ammonium iodide; ethylene dibromide; triethylamine In N,N-dimethyl-formamide; acetonitrile at 20℃; Electrochemical reaction;

: 81454-19-5
2,4-Diphenyl-1-pyrimidin-2-yl-5,6-dihydro-benzo[h]quinolinium; fluoride

A: 289-95-2
PYRIMIDINE

B: 34987-58-1
2,4-diphenylbenzo[h]quinoline

Conditions

Conditions	Yield
With 2,4,6-triphenylpyridine at 250℃; for 6h;	A 51% B n/a

: 17043-94-6
pyrimidine N-oxide

: 54439-99-5
tert-butyl-isopropyl-thioketene

A: 289-95-2
PYRIMIDINE

B: 63702-81-8
3-tert-butyl-3-isopropylthiirane-2-one

Conditions

Conditions	Yield
In chloroform-d1 for 168h; Ambient temperature; study of sulfur transfer reaction;	A 50% B 44%

...Expand

: 1-mercaptopyrimidine

: 18997-19-8
Chloromethyl pivalate

A: 289-95-2
PYRIMIDINE

B: 80693-26-1
2-Pivalyloxymethylthiopyrimidine

Conditions

Conditions	Yield
With triethylamine In dichloromethane	A 49% B n/a

...Expand

: 90210-54-1
2-Benzyl-pyrimidine 1-oxide

A: 289-95-2
PYRIMIDINE

B: 5053-43-0
2-methylpyrimidine

C: 90210-57-4
benzyl-pyrimidine

D: 245-46-5
pyrimido[1,2-a]indole

Conditions

Conditions	Yield
at 800℃; under 0.0001 - 0.0006 Torr;	A 2% B n/a C 17% D 48%

...Expand

: 90210-55-2
4-Benzyl-pyrimidine 3-oxide

A: 289-95-2
PYRIMIDINE

B: 3438-46-8
4-Methylpyrimidine

C: 64660-82-8
4-benzylpyrimidine

D: 23989-28-8
pyrimido-[1,6-a]indole

Conditions

Conditions	Yield
at 800℃; under 0.0001 - 0.0006 Torr;	A 14% B n/a C 13% D 45%

...Expand

: 3934-20-1
2,6-Dichloropyrimidine

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With sodium hydroxide; palladium on activated charcoal; diethyl ether Hydrogenation;
With palladium on activated charcoal; ethanol; magnesium oxide Hydrogenation;

: 22536-67-0
2,5-dichloropyrimidine

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With Pd-BaSO4; water; magnesium oxide Hydrogenation;

: 1193-21-1
4,6-dichloropyrimidine

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With sodium hydroxide; palladium on activated charcoal; diethyl ether Hydrogenation;

: 31462-59-6
pyrimidine-4-carboxylic acid

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
ueber den Schmelzpunkt;

: 3764-01-0
2,4,6-trichloropyrimidine

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With water; zinc
With sodium hydroxide; palladium on activated charcoal; diethyl ether Hydrogenation;

: 16490-02-1
pyrimidine-4,6-dicarboxylic acid

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With diphenylether at 240℃;

: 16490-02-1
pyrimidine-4,6-dicarboxylic acid

A: 289-95-2
PYRIMIDINE

B: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

: 1780-40-1
2,4,5,6-tetrachloropyrimidine

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With water; zinc
With sodium hydroxide; palladium on activated charcoal; diethyl ether Hydrogenation;

: 14189-82-3
3-(N-Methylanilino)-2-propenal

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With ethanol; nitrogen at 200℃; Leiten ueber einen Montmorillonit-Katalysator;

: 122-31-6
malondialdehyde bis(diethyl acetal)

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With ethanol; nitrogen at 200℃; Leiten ueber einen Montmorillonit-Katalysator;

: 102-52-3
malonaldehydebis(dimethylacetal)

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With ethanol; nitrogen at 200℃; Leiten ueber einen Montmorillonit-Katalysator;

: 10160-87-9
Propiolaldehyde diethyl acetal

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With ethanol; water; ammonium formate

: 5468-58-6
1,1,3-triethoxy-3-methoxy-propane

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With ethanol; nitrogen at 200℃; Leiten ueber einen Montmorillonit-Katalysator;
With water; ammonium formate at 190℃;

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 13070-22-9
3-(N,N-diethylamino)propenal

: 289-95-2
PYRIMIDINE

: 1117-77-7
methyl N-acetylglycinate

: 17009-95-9
pyrimidine cation

A: 289-95-2
PYRIMIDINE

B: 88001-14-3
C5H10NO3(1+)

Conditions

Conditions	Yield
In cyclohexane Thermodynamic data; ΔH and ΔS (proton transfer);

...Expand

: 24903-95-5
nopinone

: 1-dimethylamino-3-dimethylimonioprop-1-ene perchlorate

A: 110-86-1
pyridine

B: 289-95-2
PYRIMIDINE

C: 117648-73-4
10,10-Dimethyl-3-aza-tricyclo[7.1.1.02,7]undeca-2(7),3,5-triene

Conditions

Conditions	Yield
Multistep reaction. Yields of byproduct given;
Yield given. Multistep reaction;

...Expand

: 82619-53-2
N-Benzylpyrimidinium bromide

: 289-95-2
PYRIMIDINE

Conditions

Conditions	Yield
With ammonia Product distribution; Mechanism; Ambient temperature;

: 289-95-2
PYRIMIDINE

: [CuCl(PPh3)2(4-methylpyridine)]

: [CuCl(PPh3)2(pyrimidine)]

Conditions

Conditions	Yield
In neat (no solvent, gas phase)	100%
In diethyl ether	18%

: 289-95-2
PYRIMIDINE

: C72(13)C2H132Cl8P4Pt2Ru2

: C76(13)C2H136Cl8N2P4Pt2Ru2

Conditions

Conditions	Yield
In dichloromethane	100%

: 289-95-2
PYRIMIDINE

: C48H44B2N2

: C46H32B2N2

Conditions

Conditions	Yield
In benzene-d6 Inert atmosphere;	100%

: 289-95-2
PYRIMIDINE

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 1,3-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydropyrimidine

Conditions

Conditions	Yield
With C22H27N3 In benzene-d6 at 70℃; for 12h; Glovebox;	99%
With C22H27N3 In benzene-d6 at 20℃; for 12h; Schlenk technique;	98%
With C14H22N2P(1+)*CF3O3S(1-) In [D3]acetonitrile at 28℃; for 1h; Inert atmosphere; Glovebox; Sealed tube; regioselective reaction;	91%

: 289-95-2
PYRIMIDINE

: 74-88-4
methyl iodide

: 60544-22-1
1-methylpyrimidin-1-ium iodide

Conditions

Conditions	Yield
at 25℃; for 3h;	98%
In neat (no solvent) at 20℃; for 3h; Inert atmosphere;	93%
In neat (no solvent) for 18h; Schlenk technique; Inert atmosphere; Darkness;	61%
With methanol

: 289-95-2
PYRIMIDINE

: 603-35-0
triphenylphosphine

: 7787-70-4
copper(I) bromide

: [(CuBr(P(C6H5)3))2(pyrimidine)]

Conditions

Conditions	Yield
In chloroform; acetonitrile copper salt and phosphine (1:1) dissolved in CHCl3 at 25°C, slight excess ligand in CH3CN added, pptd on stirring; filtered off, washed (Et2O), dried (vac.), elem. anal.;	98%
In acetonitrile addn. of ligand to a soln. of copper salt and phosphine in acetonitrile,standing for 2 wk; elem. anal.;	25%

...Expand

: 289-95-2
PYRIMIDINE

: 762-49-2
2-fluoroethyl bromide

: 1-(1-fluoroethyl)pyrimidinum bromide

Conditions

Conditions	Yield
at 80℃; for 48h;	97%

: 289-95-2
PYRIMIDINE

: 107-08-4
1-iodo-propane

: 1-propylpyrimidinium iodide

Conditions

Conditions	Yield
at 75℃; for 24h;	97%

: 289-95-2
PYRIMIDINE

: 352-91-0
1-Bromo-3-fluoropropane

: 1-(1-fluoropropyl)pyrimidinium bromide

Conditions

Conditions	Yield
at 110℃;	96%

: 17084-13-8
potassium hexafluorophosphate

: 289-95-2
PYRIMIDINE

: cis-dichloro(2,2′-bipyridine)ruthenium(II)chloride

: cis-[Ru(2,2'-bipyridyl)2(pyrimidine)2]2+

Conditions

Conditions	Yield
Stage #1: PYRIMIDINE; cis-dichloro(2,2′-bipyridine)ruthenium(II)chloride In ethanol; water for 12h; Reflux; Stage #2: potassium hexafluorophosphate In water	96%

...Expand

: 289-95-2
PYRIMIDINE

: 460-37-7
1,1,1-trifluoro-3-iodopropane

: 1-(3,3,3-trifluoropropyl)pyrimidinium iodide

Conditions

Conditions	Yield
	95%

: 289-95-2
PYRIMIDINE

: potassium tetrachloroaurate(III) dihydrate

: 1233385-52-8
[AuCl3(1,3-diazine)]

Conditions

Conditions	Yield
In methanol; water dropwise addn. of soln. of N compd. in methanol to aq. soln. of Au compd.; filtration, washing with water, drying under vacuum;	95%

: 289-95-2
PYRIMIDINE

: 105691-69-8, 868061-38-5
[platinum(II)(iodide)(cyclopropylamine)(μ-iodide)platinum(II)(cyclopropylamine)(iodide)]

: 1229343-12-7, 1229597-93-6, 1229598-01-9
[platinum(II)(cyclopropylamine)(pyrimidine)diiodide]

Conditions

Conditions	Yield
In H2O small excess of N2C4H4 (0.42 mmol) (in H2O) slowly added to suspn. of Ptcomplex (0.2 mmol), stirred at room temp. in the dark during 9 d; 80% cis and 20% trans isomers mixt.;	95%

: 289-95-2
PYRIMIDINE

: (trinitromethyl)borane-THF complex

: C5H6BN5O6

Conditions

Conditions	Yield
In benzene at 15 - 20℃; for 2h;	95%

: 289-95-2
PYRIMIDINE

: 24850-33-7
allyltributylstanane

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 2,4-diallyl-1,3-bis(2,2,2-trichloroethoxycarbonyl)-1,2,3,4-tetrahydropyrimidine

Conditions

Conditions	Yield
In dichloromethane at 0℃; for 2h;	94%

...Expand

: 289-95-2
PYRIMIDINE

: 67-56-1
methanol

: 2,4-dimethoxy-1,3-dinitro-1,2,3,4-tetrahydropyrimidine

Conditions

Conditions	Yield
With dinitrogen pentoxide In nitromethane at 0℃; for 0.5h;	94%

: 289-95-2
PYRIMIDINE

: nickel(II) nitrate hexahydrate

: [Ni(μ-pyrimidine)(H2O)2(NO3)2](n)

Conditions

Conditions	Yield
In dichloromethane; isopropyl alcohol metal nitrate in iPrOH added to soln. of ligand in CH2Cl2; filtered, dried (vac.), elem. anal.;	94%

: 289-95-2
PYRIMIDINE

: zinc dibromide

: 1121760-22-2
bis(dibromido)bis(pyrimidine-N)(μ2-pyrimidine-N,N')dizinc(II)

Conditions

Conditions	Yield
In acetonitrile ZnBr2 (0.5 mmol) and pyrimidine (1.0 mmol) mixed in CH3CN; Et2O added; elem. anal.;	93.77%

: 289-95-2
PYRIMIDINE

: 98-80-6
phenylboronic acid

: 3438-48-0
4-phenylpyrimidine

Conditions

Conditions	Yield
With iron sulfide; dipotassium peroxodisulfate; trifluoroacetic acid In dichloromethane; water at 20℃; for 40h; regioselective reaction;	93.4%
With dipotassium peroxodisulfate In water; acetone at 160℃; for 0.75h; Sealed tube;	37%

: 289-95-2
PYRIMIDINE

: 31168-86-2
potassium trichloro(dimethylsulfoxide)platinate(II)

: 370570-91-5
trans-[Pt(dimethylsulfoxide)Cl2]2(μ-pyrimidine)

Conditions

Conditions	Yield
In water byproducts: KCl; Pt complex and pyrimidine dissolved in water in a 2:1 molar ratio at room temp.; a yellow ppt. formed immediately; stirred at room temp. until the soln. became colorless; ppt. filtered off, dried, washed with ether and dried in vacuo; X-ray detn.;	93%

: 289-95-2
PYRIMIDINE

: 7732-18-5
water

: 142-71-2
copper diacetate

: sodium ethyl tetrazolate-5-carboxylate

: [Cu(tetrazolate-5-carboxylate)(pyrimidine)(H2O)]n

Conditions

Conditions	Yield
In water High Pressure; Cu(CH3COO)2 (0.2 mmol), (CN4)COOEtNa (0.2 mmol) and pyrimidine (0.2 mmol) in H2O heated in closed vial (100°C, 1 d); decanted; washed with H2O; filtered off; washed with EtOH and Et2O; dried in air; PXRD; elem. anal.;	93%

...Expand

: 289-95-2
PYRIMIDINE

: 1,8-bis[(diphenylboranyl)ethynyl]anthracene

: C46H32B2N2

Conditions

Conditions	Yield
In dichloromethane at 20℃; Solvent; Inert atmosphere;	93%

: 289-95-2
PYRIMIDINE

: 17043-94-6
pyrimidine N-oxide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 16h;	92%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 24℃; for 12h; Inert atmosphere;	74%
With phosphomolybdic acid; dihydrogen peroxide In water; acetonitrile at 50℃; for 12h;	61%

: 289-95-2
PYRIMIDINE

: 75-03-6
ethyl iodide

: 1-ethylpyrimidin-1-ium iodide

Conditions

Conditions	Yield
In neat (no solvent) at 65 - 80℃; Inert atmosphere;	92%
at 25℃; Rate constant; various solvents; effect of substituent and solvents on the reactivity;

: 289-95-2
PYRIMIDINE

: cobalt pivalate

: 7732-18-5
water

: 75-05-8
acetonitrile

: bis(μ-pyrimidine)bis(μ-pivalate)bis(μ-aqua)bis(pivalate)dicobalt(II)-acetonitrile (1/1)

Conditions

Conditions	Yield
In acetonitrile refluxed for 1 h; filtered, concd., cooled to room temp., crysts. dried (air stream); elem. anal.;	92%

...Expand

: 289-95-2
PYRIMIDINE

: 106-94-5
propyl bromide

: 1-propylpyrimidin-1-ium bromide

Conditions

Conditions	Yield
In neat (no solvent) at 65 - 80℃; Inert atmosphere;	92%

: 289-95-2
PYRIMIDINE

: 111-71-7
heptanal

: 4-heptanoylpyrimidine

Conditions

Conditions	Yield
With N-hydroxyphthalimide; cobalt(III) acetylacetonate; cobalt acetylacetonate In benzonitrile; trifluoroacetic acid at 70℃; for 12h;	91%

: 289-95-2
PYRIMIDINE

: [(Nb6Cl12)Cl2(H2O)4]*4H2O

: 75-09-2
dichloromethane

: [Nb6Cl14(pyrimidine)4]·2.5CH2Cl2

Conditions

Conditions	Yield
With acetic anhydride at 40℃; for 96h;	91%

...Expand

: 289-95-2
PYRIMIDINE

: 1885-14-9
phenyl chloroformate

: diphenyl pyrimidine-1,3(2H,4H)-dicarboxylate

Conditions

Conditions	Yield
Stage #1: PYRIMIDINE; phenyl chloroformate With trimethylamine-borane In acetonitrile for 0.0833333h; Cooling; Stage #2: With trimethylamine-borane In acetonitrile at 20℃; for 0.166667h; Cooling; regioselective reaction;	91%

: 289-95-2
PYRIMIDINE

: bis(2,2'-bipyridine)ruthenium(II)-nitrosyl-chloride hexafluorophosphate

: {((2,2'-bipyridine)2Ru(II)Cl)2(pyrimidine)}(PF6)2*H2O

Conditions

Conditions	Yield
With potassium azide In methanol; acetone byproducts: KPF6; light protection; solns. KN3 and Ru-salt mixed dropwise, stirred for 15 min, ligand added, refluxed (Ar, 20 h); volume reduced (vac.), acetone added, volume reduced, soln. filtered, pptd. (dry ethyl ether), filtered off, dried (vac.), washed (water), dried (vac.), repptd. (acetone/ether); elem. anal.;	90%

Pyrimidine Chemical Properties

Molecular structure of Pyrimidine (CAS NO.289-95-2) is:

Product Name: Pyrimidine
CAS Registry Number: 289-95-2
IUPAC Name: pyrimidine
Molecular Weight: 80.08796 [g/mol]
Molecular Formula: C₄H₄N₂
XLogP3: -0.4
H-Bond Donor: 0
H-Bond Acceptor: 2
EINECS: 206-026-0
Melting Point: 19-22 °C(lit.)
Surface Tension: 44.1 dyne/cm
Density: 1.055 g/cm³
Flash Point: 31.1 °C
Enthalpy of Vaporization: 43.09 kJ/mol
Boiling Point: 122.4 °C at 760 mmHg
Vapour Pressure: 16.8 mmHg at 25°C
Refractive index: n20/D 1.504(lit.)
Storage temp.: Flammables area
Water Solubility: soluble
Sensitive: Hygroscopic
Stability: Stable, but air-sensitive and hygroscopic. Incompatible with acids, acid chlorides, acid anhydrides, strong oxidizing agents, carbon dioxide. Flammable.
Product Categories: Pyrimidine;APIs & Intermediate;Boronic ester;Organoborons;Organohalides;Halogenated;Building Blocks;Nucleic acids;Halides;Pyrazines, Pyrimidines & Pyridazines;Building Blocks;Heterocyclic Building Blocks;Pyrimidines

Pyrimidine Uses

Pyrimidine (CAS NO.289-95-2) is used for pharmaceutical intermediates, raw materials of photosensitive agent, etc

Pyrimidine Production

Pyrimidine (CAS NO.289-95-2) can also be prepared within the laboratory by organic synthesis. One method is the classic Biginelli reaction. Many other methods rely on condensation of carbonyls with amines for instance the synthesis of 2-Thio-6-methyluracil from thiourea and ethyl acetoacetate or the synthesis of 4-methylpyrimidine with 4,4-dimethoxy-2-butanone and formamide.

Pyrimidine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	3310mg/kg (3310mg/kg)		Progress in Biochemical Pharmacology. Vol. 1, Pg. 542, 1965.

Pyrimidine Safety Profile

Risk Statements: 10
R10:Flammable.
Safety Statements: 23-24/25-16
S23:Do not breathe vapour.
S24/25:Avoid contact with skin and eyes.
S16:Keep away from sources of ignition.
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
RTECS: UV6263000
HazardClass: 3
PackingGroup: III

Pyrimidine Specification

Pyrimidine , its cas register number is 289-95-2. It also can be called 1,3-Diazabenzene ; 1,3-Diazine ; Metadiazine ; Miazine ; m-Diazine .It is a colourless to pale yellow liquid. It is a heterocyclic aromatic organic compound similar to benzene and pyridine, containing two nitrogen atoms at positions 1 and 3 of the six-member ring. It is isomeric with two other forms of diazine.

Product Name

Pyrimidine

Synthetic route

Pyrimidine Chemical Properties

Pyrimidine Uses

Pyrimidine Production

Pyrimidine Toxicity Data With Reference

Pyrimidine Safety Profile

Pyrimidine Specification

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