2,5-Diamino-4,6-dichloropyrimidine

Base Information

• Chemical Name: 2,5-Diamino-4,6-dichloropyrimidine
• CAS No.: 55583-59-0
• Molecular Formula: C4H4Cl2N4
• Molecular Weight: 179.009
• Hs Code.: 2933599090
• European Community (EC) Number: 611-284-6
• NSC Number: 176971
• DSSTox Substance ID: DTXSID10306500
• Nikkaji Number: J329.025E
• Wikidata: Q72462798
• ChEMBL ID: CHEMBL2151970
• Mol file: 55583-59-0.mol

Synonyms:4,6-Dichloropyrimidine-2,5-diamine;NSC 176971;2,5-Diamino-4,6-dichloro-pyrimidine;4,6-Dichloro-2,5-pyrimidinediamine;4,6-dichloropyrimidine-2,5-diamine;4,6-Dichlorpyrimidin-2,5-diamin;

Chemical Property of 2,5-Diamino-4,6-dichloropyrimidine

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 1.79E-06mmHg at 25°C
• Melting Point: 188-191 °C (decomp)
• Refractive Index: 1.708
• Boiling Point: 395.8 °C at 760 mmHg
• PKA: 1.08±0.10(Predicted)
• Flash Point: 193.2 °C
• PSA: 77.82000
• Density: 1.715 g/cm³
• LogP: 2.11020
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO, Methanol (Slightly), Water (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 177.9813015
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99.0% ^*data from raw suppliers

2,5-Diamino-4,6-dichloropyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(N=C(N=C1Cl)N)Cl)N
• Uses: 2,5-Diamino-4,6-dichloropyrimidine is used as building block in chemical synthesis. 2,5-Diamino-4,6-dichloropyrimidine is a useful reagent for the preparation of Abacavir impurities, carbocyclic and hexenopyranosy nucleosides.

Technology Process of 2,5-Diamino-4,6-dichloropyrimidine

There total 9 articles about 2,5-Diamino-4,6-dichloropyrimidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide (171887-03-9) → 2,5-diamino-4,6-dichloropyrimidine (55583-59-0)

Guidance literature:

With hydrogenchloride; In ethanol; water; for 6h; Heating;

DOI:10.1080/15257770008033011

Reference yield: 65.0%

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride (56830-58-1) → 2,5-diamino-4,6-dichloropyrimidine (55583-59-0)

Guidance literature:

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride; With tetramethlyammonium chloride; trichlorophosphate; In 1,2,3-trichloropropane; at 115 ℃; for 24h;

With sodium hydroxide; In 1,2,3-trichloropropane; water; at 50 - 60 ℃; for 0.5h; pH=6.5 - 7.0;

Reference yield: 65.0%

N-ethyl-N-methyl piperidinium chloride (40215-83-6) + 2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride (56830-58-1) → 2,5-diamino-4,6-dichloropyrimidine (55583-59-0)

Guidance literature:

With trichlorophosphate;

upstream raw materials:

5-amino-2,4,6-trichloropyrimidine

2,5-diamino-4,6-dihydroxypyrimidine hydrochloride

N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride

Downstream raw materials:

4,6-dichloro-2,5-diformamido-pyrimidine

2,5-diamino-6-chloro-4-<(cyclohex-3-en-1-yl)amino>pyrimidine

(+/-)-2,5-diamino-4-N-<2α,3β-dihydroxy-4α-(hydroxymethyl)cyclopent-1α-yl>amino-6-chloropyrimidine

(+/-)-2,5-diamino-6-chloro-4-<<5-(benzyloxy)-3-hydroxypent-1-yl>amino>pyrimidine

Refernces

• 1、 -. "ANTI-CANCER ACTIVITY OF NOVEL BICYCLIC HETEROCYCLES". Paragraph 1138. . Retrieved 2014/04/03.
• 2、 -. "THIAZOLOPYRIMIDINE MODULATORS AS IMMUNOSUPPRESSIVE AGENTS". Page/Page column 75. . Retrieved 2012/03/10.