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
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)
Safety
- Hazard Codes
- Xi
- Hazard Note
- Irritant
- HS Code
- 2933599590
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.
N-Bromosuccinimide Price
- Product number
- D4231
- Product name
- 2,5-Diamino-4,6-dichloropyrimidine
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $29
- Updated
- 2025/07/31
- Product number
- D4231
- Product name
- 2,5-Diamino-4,6-dichloropyrimidine
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $86
- Updated
- 2025/07/31
- Product number
- D415110
- Product name
- 2,5-Diamino-4,6-dichloropyrimidine
- Packaging
- 250mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- 295994
- Product name
- 2,5-Diamino-4,6-dichloropyrimidine
- Packaging
- 10g
- Price
- $531
- Updated
- 2021/12/16
- Product number
- FD16293
- Product name
- 2,5-Diamino-4,6-dichloropyrimidine
- Packaging
- 100g
- Price
- $400
- Updated
- 2021/12/16
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
2,5-Diamino-4,6-dichloropyrimidine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2,5-Diamino-4,6-dichloropyrimidine manufacturers
- 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
- 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
- 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