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5-AMINOPYRIMIDINE

CAS No.
591-55-9
Chemical Name:
5-AMINOPYRIMIDINE
Synonyms
PYRIMIDIN-5-AMINE;5-Pyrimidinamine;5-AMINOPYRIMIDINE;PYRIMIDIN-5-YLAMINE;5-Aminopyrimidine >5-Aminopyrimidine?New;5-Pyrimidinamine (9CI);5-AMINOPYRIMIDINE (MFCD;5-AMINOPYRIMIDINE ISO 9001:2015 REACH;Pyrimidin-5-amine, 5-Amino-1,3-diazine
CBNumber:
CB8749675
Molecular Formula:
C4H5N3
Molecular Weight:
95.1
MDL Number:
MFCD01529870
MOL File:
591-55-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 05:28:36
Product description Number Pack Size Price
5-Aminopyrimidine 96% 732257 500mg $109
5-Aminopyrimidine >98.0%(GC)(T) A2589 1g $127
5-Aminopyrimidine FA57375 10g $150
5-Aminopyrimidine FA57375 5g $150
5-Aminopyrimidine FA57375 25g $182.75
More product size

5-AMINOPYRIMIDINE Properties

Melting point 171°C(lit.)
Boiling point 240.7±13.0 °C(Predicted)
Density 1.216±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
form powder to crystal
pka 2+-.0.10(Predicted)
color White to Light yellow
λmax 315nm(EtOH)(lit.)
InChI InChI=1S/C4H5N3/c5-4-1-6-3-7-2-4/h1-3H,5H2
InChIKey FVLAYJRLBLHIPV-UHFFFAOYSA-N
SMILES C1=NC=C(N)C=N1
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
target organs Respiratory system
Hazard Codes  Xi,Xn
Risk Statements  22-36/37/38
Safety Statements  26
WGK Germany  3
HazardClass  IRRITANT-HARMFUL
HS Code  2933599590
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
0
1 0

5-AMINOPYRIMIDINE price More Price(74)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 732257 5-Aminopyrimidine 96% 591-55-9 500mg $109 2026-04-30 Buy
TCI Chemical A2589 5-Aminopyrimidine >98.0%(GC)(T) 591-55-9 1g $127 2026-04-30 Buy
Biosynth FA57375 5-Aminopyrimidine 591-55-9 10g $150 2026-06-04 Buy
Biosynth FA57375 5-Aminopyrimidine 591-55-9 5g $150 2026-06-04 Buy
Biosynth FA57375 5-Aminopyrimidine 591-55-9 25g $182.75 2026-06-04 Buy
Product number Packaging Price Buy
732257 500mg $109 Buy
A2589 1g $127 Buy
FA57375 10g $150 Buy
FA57375 5g $150 Buy
FA57375 25g $182.75 Buy

5-AMINOPYRIMIDINE Chemical Properties,Uses,Production

Uses

5-Aminopyrimidine is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Definition

ChEBI: Pyrimidin-5-amine is an aminopyrimidine.

Synthesis

3,5-dichloropyridazin-4-amine

53180-76-0

5-AMINOPYRIMIDINE

591-55-9

General procedure for the synthesis of 5-aminopyrimidines from 4-amino-3,5-dichloropyridazines: 5-amino-4,6-dichloropyridine (5.0 g, 30.5 mmol) was dissolved in 250 mL of diethyl ether, and sodium hydroxide solution (20.0 g, 0.50 mol, dissolved in 60 mL of water) and palladium-carbon catalyst (10% Pd/C, 400 mg) were sequentially added. The reaction mixture was placed in a Parr oscillator and the reaction was oscillated at room temperature under 50 psi hydrogen pressure for 20 hours. Upon completion of the reaction, the catalyst was removed by filtration through a CELITE filter aid. The organic and aqueous phases of the filtrate were separated and the aqueous phase was extracted with ethyl acetate (3 x 100 mL). The organic phases were combined, dried with magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was recrystallized by ethyl acetate to give pyrimidin-5-ylamine (2.8 g, 95% yield) as a white crystalline solid. The bromination of pyrimidin-5-ylamine was carried out under the same conditions as for the preparation of 4-amino-3-bromo-2,6-dimethylpyridine. The crude product obtained (300 mg, 35% yield) was tested to be of sufficient purity to be used directly in the subsequent reaction. Steps for the alternative synthesis of 5-amino-4-bromopyrimidine: 4,6-dichloro-5-aminopyrimidine (21 g, 128 mmol) was dissolved in 250 mL of methanol, and ammonium formate (45 g, 714 mmol) and palladium-carbon catalyst (10% Pd/C, 1 g, 0.943 mmol) were added sequentially, and the reaction mixture was stirred at 0 °C overnight. Upon completion of the reaction, it was filtered through a CELITE filter aid and the filtrate was concentrated under reduced pressure to give a yellow solid. Water (100 mL) and ethyl acetate (250 mL) were added to separate the organic phase and the aqueous phase was extracted with ethyl acetate (8 x 250 mL). The organic phases were combined, dried with magnesium sulfate, filtered and concentrated under reduced pressure to give off-white crystals (8.1 g, 67% yield). 5-Aminopyridine (3.0 g, 31.5 mmol) was dissolved in a solvent mixture of dichloromethane (150 mL) and methanol (30 mL) and cooled to 0 °C. Benzyltrimethylammonium tribromide (13.5 g, 34.7 mmol) was added in batches over 10 minutes. The reaction mixture was continued to be stirred at 0 °C for 15 min and then brought to room temperature and stirred for 90 min. Upon completion of the reaction, the pH was adjusted with aqueous sodium bicarbonate to 8. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (3 x 30 mL). The organic phases were combined, dried with sodium sulfate, filtered and concentrated under reduced pressure to give an off-white solid (2.8 g, 51% yield), which could be used without further purification.

Purification Methods

It is purified by conversion to the MgCl2 complex in a small volume of H2O. The complex (~ 5g) is dissolved in the minimum volume of hot H2O, passed through a column of activated Al2O3 (200g), and the column is washed with EtOH. Evaporation of the EtOH gives a colourless residue of the aminopyrimidine which is recrystallised from *C6H6 (toluene could also be used) which forms needles at first, then prisms. It melts with sublimation. Acetylation yields 5-acetamidopyrimidine which crystallises from *C6H6, m 148-149o. [Whittaker J Chem Soc 1565 1951.]

References

[1] Patent: WO2005/30213, 2005, A1. Location in patent: Page/Page column 176
[2] Patent: WO2005/30213, 2005, A1. Location in patent: Page/Page column 176-177

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Related Qustion

Ask a question
Q:What is property and synthesis of 5-Aminopyrimidine?Zora - Dec 4,2025
A:5-Aminopyrimidine formed colourless prisms, it readily formed a methiodide(III) by reaction with cold methanolic methyl iodide. 5-Aminopyrimidine has been synthesised from uracil, via 5-amino-2 : 4-dichloropyrimidine (I1 ; R = NH,), in 44% over-all yield.

View Lastest Price from 5-AMINOPYRIMIDINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-AMINOPYRIMIDINE pictures 2026-04-27 5-AMINOPYRIMIDINE
591-55-9
1kg 98% 100tons Shandong Vital Biotechnology Co., Ltd.
5-AMINOPYRIMIDINE  pictures 2025-11-18 5-AMINOPYRIMIDINE
591-55-9
$1.10 1g 99.00% 100 Tons Min Dideu Industries Group Limited
5-Aminopyrimidine pictures 2022-02-21 5-Aminopyrimidine
591-55-9
1KG 97.6% 100 tons Honest Joy Holdings Limited

5-AMINOPYRIMIDINE Spectrum

5-AMINOPYRIMIDINE PYRIMIDIN-5-YLAMINE 5-Pyrimidinamine (9CI) 5-Pyrimidinamine 5-AMINOPYRIMIDINE (MFCD Pyrimidin-5-amine, 5-Amino-1,3-diazine 5-Aminopyrimidine > 5-AMINOPYRIMIDINE ISO 9001:2015 REACH 5-Aminopyrimidine?New PYRIMIDIN-5-AMINE 591-55-9 Heterocycle-Pyrimidine series PYRIMIDINE 591-55-9