ChemicalBook > CAS DataBase List > 2,5-Diamino-4,6-dichloropyrimidine

2,5-Diamino-4,6-dichloropyrimidine

Product Name
2,5-Diamino-4,6-dichloropyrimidine
CAS No.
55583-59-0
Chemical Name
2,5-Diamino-4,6-dichloropyrimidine
Synonyms
AKOS 90003;2,5-Diamino-4,6-Dichloropyrimi;dichloropyriMidine-2,5-diaMine;4,6-Dichlorpyrimidin-2,5-diamin;4,6-Dichlorpyrimidine-2,5-diamine;4,6-DICHLOROPYRIMIDINE-2,5-DIAMINE;2,5-DIAMINO-4,6-DICHLOROPYRIMIDINE;4,6-dichloro-2,5-diaminopyrimidine;2,5-PYRIMIDINEDIAMINE, 4,6-DICHLORO;4,6-Dichloro-2,5-diamine pyrimidine
CBNumber
CB1197259
Molecular Formula
C4H4Cl2N4
Formula Weight
179.01
MOL File
55583-59-0.mol
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2,5-Diamino-4,6-dichloropyrimidine Property

Melting point:
188-191 °C (decomp)
Boiling point:
395.8±52.0 °C(Predicted)
Density 
1.715±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO, Methanol (Slightly), Water (Slightly)
form 
Solid
pka
1.08±0.10(Predicted)
color 
Pale Red to Light Red
InChI
InChI=1S/C4H4Cl2N4/c5-2-1(7)3(6)10-4(8)9-2/h7H2,(H2,8,9,10)
InChIKey
ZXWGHENZKVQKPX-UHFFFAOYSA-N
SMILES
C1(N)=NC(Cl)=C(N)C(Cl)=N1
CAS DataBase Reference
55583-59-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Hazard Note 
Irritant
HS Code 
2933599590
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TCI Chemical
Product number
D4231
Product name
2,5-Diamino-4,6-dichloropyrimidine
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$29
Updated
2025/07/31
TCI Chemical
Product number
D4231
Product name
2,5-Diamino-4,6-dichloropyrimidine
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$86
Updated
2025/07/31
TRC
Product number
D415110
Product name
2,5-Diamino-4,6-dichloropyrimidine
Packaging
250mg
Price
$50
Updated
2021/12/16
Usbiological
Product number
295994
Product name
2,5-Diamino-4,6-dichloropyrimidine
Packaging
10g
Price
$531
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD16293
Product name
2,5-Diamino-4,6-dichloropyrimidine
Packaging
100g
Price
$400
Updated
2021/12/16
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2,5-Diamino-4,6-dichloropyrimidine Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

2,5-Diamino-4,6-dichloropyrimidine is a useful reagent for the preparation of Abacavir impurities, carbocyclic and hexenopyranosy nucleosides.

Uses

2,5-Diamino-4,6-dichloropyrimidine is used as building block in chemical synthesis.

Synthesis

56830-58-1

55583-59-0

General procedure for the synthesis of 2,5-diamino-4,6-dihydroxypyrimidine hydrochloride from 2,5-diamino-4,6-dichloropyrimidine hydrochloride: 2,5-diamino-4,6-dihydroxypyrimidine hydrochloride (0.14 mol, 25 g) was placed in a dry reactor, and dry 1,2,3-trichloropropane (51.96 mL) was added and stirred. Subsequently, tetramethylammonium chloride (0.29 mol, 31.25 g) and phosphorous trichloride (0.54-0.81 mol, 83.28-124.9 g, 50.6-75.9 mL) were added sequentially. The reaction mixture was heated to reflux (about 115°C) and maintained for 24 hours. Upon completion of the reaction, it was cooled to below 50°C and ice water (24.44 mol, 440.44 g) was added slowly, keeping the temperature below 55°C. The pH was adjusted to 6.5-7.0 with 50% sodium hydroxide solution (3.12 mol, 124.92 g, 163.3 mL), keeping the temperature below 55°C, and stirring was continued for 30 minutes. Subsequently, the reaction mixture was stirred at 50-60°C and tetrahydrofuran (3.7 mol, 267.0 g, 300 mL) was added. Insoluble material was removed by diatomaceous earth filtration and the filter cake was washed with ethyl acetate (20.5 mol, 1806.58 g, 2002.86 mL). The organic phases (tetrahydrofuran and ethyl acetate) were combined, washed three times with water (5.57 mol, 100.32 g, 100.32 L), dried with sodium bicarbonate and filtered. Ethyl acetate was removed by vacuum distillation, hexane (0.77 mol, 66.14 g, 100.36 mL) was added to the residue, cooled to below 10°C, filtered, and the resulting solid was dried in vacuo at 50°C to afford the title product, 2,5-diamino-4,6-dichloropyrimidine (0.09 mol, 15.71 g), as a slightly brownish solid in about 65% yield .

References

[1] Patent: EP1188750, 2002, A1. Location in patent: Page 5
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 2, p. 655 - 668
[3] Patent: US2012/46278, 2012, A1. Location in patent: Page/Page column 75
[4] Patent: US2013/190297, 2013, A1. Location in patent: Paragraph 1123
[5] Patent: US2014/88088, 2014, A1. Location in patent: Paragraph 1138

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2,5-Diamino-4,6-dichloropyrimidine Suppliers

Changzhou Qinuo Chemical Co., Ltd.Co., Ltd.
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0519-0519-83812535
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China
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View Lastest Price from 2,5-Diamino-4,6-dichloropyrimidine manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
2,5-Diamino-4,6-dichloropyrimidine 55583-59-0
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2020-05-14
Zhuozhou Wenxi import and Export Co., Ltd
Product
2,5-Diamino-4,6-dichloropyrimidine 55583-59-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Zhuozhou Wenxi import and Export Co., Ltd
Product
2,5-Diamino-4,6-dichloropyrimidine 55583-59-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27

55583-59-0, 2,5-Diamino-4,6-dichloropyrimidineRelated Search:


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