5-Allyl-4,6-dichloropyrimidine

Base Information

• Chemical Name: 5-Allyl-4,6-dichloropyrimidine
• CAS No.: 16019-31-1
• Molecular Formula: C7H6 Cl2 N2
• Molecular Weight: 189.044
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID40333920
• Nikkaji Number: J2.731.508I
• Wikidata: Q72437219
• Mol file: 16019-31-1.mol

Synonyms:5-allyl-4,6-dichloropyrimidine;16019-31-1;5-ALLYL-4,6-DICHLORO-PYRIMIDINE;4,6-dichloro-5-prop-2-enylpyrimidine;4,6-dichloro-5-(prop-2-en-1-yl)pyrimidine;Pyrimidine, 4,6-dichloro-5-(2-propen-1-yl)-;Pyrimidine, 5-allyl-4,6-dichloro-;Pyrimidine, 4,6-dichloro-5-(2-propenyl)-;SCHEMBL1350377;4,6-Dichloro-5-allylpyrimidine;DTXSID40333920;BCP21938;MFCD11053501;AKOS006308938;SB18010;AMY202100032;A3542;CS-0008454;FT-0683032

Chemical Property of 5-Allyl-4,6-dichloropyrimidine

Chemical Property:

• Vapor Pressure: 0.0193mmHg at 25°C
• Refractive Index: 1.552
• Boiling Point: 261ºC
• Flash Point: 137ºC
• PSA: 25.78000
• Density: 1.31
• LogP: 2.51190
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 187.9908036
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1=C(N=CN=C1Cl)Cl

Technology Process of 5-Allyl-4,6-dichloropyrimidine

There total 8 articles about 5-Allyl-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: 96.0%

6-hydroxy-5-(2-propen-1-yl)-4(1H)-pyrimidinone (16019-30-0) → 5-allyl-4,6-dichloropyrimidine (16019-31-1)

Guidance literature:

With trichlorophosphate; for 4h; Heating / reflux;

Reference yield: 89.0%

4,6-dichloropyrimidine (1193-21-1) + allyl bromide (106-95-6) → 5-allyl-4,6-dichloropyrimidine (16019-31-1)

Guidance literature:

4,6-dichloropyrimidine; With zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex; In tetrahydrofuran; at 25 ℃; for 0.75h; Inert atmosphere;

With copper(I) cyanide*lithium chloride; In tetrahydrofuran; at -20 ℃; Inert atmosphere;

allyl bromide; In tetrahydrofuran; at -20 - 0 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ol900342a

Reference yield: 88.0%

5-(4,6-dichloropyrimidinyl)zinc pivalate (1426659-18-8) + allyl bromide (106-95-6) → 5-allyl-4,6-dichloropyrimidine (16019-31-1)

Guidance literature:

5-(4,6-dichloropyrimidinyl)zinc pivalate; With copper(I) cyanide di(lithium chloride); In tetrahydrofuran; at -20 ℃; for 0.333333h; Inert atmosphere;

allyl bromide; In tetrahydrofuran; at -60 - -30 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol400242r

upstream raw materials:

5-(prop-2-en-1-yl)pyrimidine-4,6-diol

6-hydroxy-5-(2-propen-1-yl)-4(1H)-pyrimidinone

(2-propenyl)propanedioic acid diethyl ester

5-allyl-6-hydroxy-3H-pyrimidin-4-one

Downstream raw materials:

2-(4,6-dichloropyrimidin-5-yl)acetaldehyde

4-bromo-N-[2-(4,6-dichloro-5-pyrimidinyl)ethyl]-2,5-difluoroaniline

4-{[6-chloro-5-(2-propen-1-yl)-4-pyrimidinyl]amino}-2,5-difluorobenzonitrile

Refernces

• 1、 -. "ATROPISOMERISM FOR ENHANCED KINASE INHIBITOR SELECTIVITY". . . Retrieved 2019/01/10.
• 2、 -. "CYCLOLIC HYDRAZINE DERIVATIVES AS HIV ATTACHMENT INHIBITORS". Page/Page column 61-62. . Retrieved 2013/09/26.