4-Amino-6-chloropyrimidine

Base Information

• Chemical Name: 4-Amino-6-chloropyrimidine
• CAS No.: 5305-59-9
• Molecular Formula: C4H4ClN3
• Molecular Weight: 129.549
• Hs Code.: 29335990
• European Community (EC) Number: 664-284-3
• NSC Number: 42134
• UNII: 99CMM8EZ3Q
• DSSTox Substance ID: DTXSID90285521
• Nikkaji Number: J86.556G
• Wikidata: Q72434911
• Mol file: 5305-59-9.mol

Synonyms:4-Amino-6-chloropyrimidine;5305-59-9;6-chloropyrimidin-4-amine;6-chloropyrimidin-4-ylamine;4-PYRIMIDINAMINE, 6-CHLORO-;6-Chloro-4-pyrimidinamine;6-Amino-4-chloropyrimidine;6-Chloro-pyrimidin-4-ylamine;6-CHLORO-4-AMINOPYRIMIDINE;MFCD00053576;NSC-42134;NSC42134;4-Chloro-6-aminopyrimidine;99CMM8EZ3Q;4-amino-6-chloro-pyrimidine;6-Chloro-4-pyrimidinamine #;SCHEMBL274002;SCHEMBL1851665;DTXSID90285521;4-Amino-6-chloropyrimidine, 97%;6-Amino-4-chloropyrimidine, 97%;BCP23068;BBL104286;STL558500;AKOS000272122;AC-2387;CS-W001884;PB24577;PS-6047;SY002375;A7727;AM20100301;BB 0239238;FT-0635607;EN300-53040;AC-907/30002016;Q-102301;F2155-0011

Chemical Property of 4-Amino-6-chloropyrimidine

Chemical Property:

• Appearance/Colour: pale yellow solid
• Vapor Pressure: 0.00227mmHg at 25°C
• Melting Point: 215-216 °C
• Refractive Index: 1.617
• Boiling Point: 289 °C at 760 mmHg
• PKA: 2.16±0.10(Predicted)
• Flash Point: 128.6 °C
• PSA: 51.80000
• Density: 1.437 g/cm³
• LogP: 1.29340
• Storage Temp.: Refrigerator
• Solubility.: DMSO
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 129.0093748
• Heavy Atom Count: 8
• Complexity: 77.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Amino-6-chloropyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=CN=C1Cl)N

Technology Process of 4-Amino-6-chloropyrimidine

There total 7 articles about 4-Amino-6-chloropyrimidine 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: 92.6%

4,6-dichloropyrimidine (1193-21-1) → 4-amino-6-chloropyrimidine (5305-59-9)

Guidance literature:

With ammonium hydroxide; In ethanol; at 50 ℃; for 3h;

Reference yield:

6-Amino-3,4-dihydropyrimidin-4-one (1193-22-2) → 4-amino-6-chloropyrimidine (5305-59-9)

Guidance literature:

With trichlorophosphate; In N,N-diethylaniline; for 4h; Heating / reflux;

Reference yield:

6-amino-4-hydroxy-[3,4-d]pyrimidine (1193-22-2) → 4-amino-6-chloropyrimidine (5305-59-9)

Guidance literature:

With N,N-diethylaniline; trichlorophosphate; for 4h; Heating / reflux;

upstream raw materials:

6-Amino-3,4-dihydropyrimidin-4-one

N,N-diethylaniline

4,6-dichloropyrimidine

butan-1-ol

Downstream raw materials:

6-(morpholin-4-yl)pyrimidin-4-amine

N⁴-cyclohexyl-pyrimidine-4,6-diyldiamine

N⁴-m-tolyl-pyrimidine-4,6-diyldiamine

N⁴-butyl-pyrimidine-4,6-diyldiamine

Refernces

• 1、 -. "Pyrimidine hydrazone derivative and preparation method and application thereof". Paragraph 0078-0082. . Retrieved 2020/11/23.
• 2、 Mologni, Luca,Dalla Via, Martina,Chilin, Adriana,Palumbo, Manlio,Marzaro, Giovanni. "Discovery of wtRET and V804MRET Inhibitors: From Hit to Lead". supporting information. p. 1390 - 1398. Retrieved 2017/09/01.