n4-Butyl-6-chloropyrimidine-2,4-diamine

Base Information

• Chemical Name: n4-Butyl-6-chloropyrimidine-2,4-diamine
• CAS No.: 5457-91-0
• Molecular Formula: C8H13 Cl N4
• Molecular Weight: 200.6686
• NSC Number: 23906
• DSSTox Substance ID: DTXSID80282029
• Wikidata: Q82016192
• ChEMBL ID: CHEMBL1884808
• Mol file: 5457-91-0.mol

Synonyms:5457-91-0;n4-butyl-6-chloropyrimidine-2,4-diamine;MLS000738021;4-N-butyl-6-chloropyrimidine-2,4-diamine;NSC23906;SCHEMBL8600881;CHEMBL1884808;DTXSID80282029;USOQULOSUZEEKY-UHFFFAOYSA-N;HMS2760N10;MFCD15201686;NSC-23906;AKOS005099647;2-amino-4-butylamino-6-chloropyrimidine;N4,N6-Dibutyl-2,4,6-pyrimidinetriamine;SMR000393697;(4-butylamino-6-chloro-pyrimidin-2-yl)-amine;7M-801;EN300-192468

Chemical Property of n4-Butyl-6-chloropyrimidine-2,4-diamine

Chemical Property:

• Vapor Pressure: 5.21E-07mmHg at 25°C
• Boiling Point: 412.4°Cat760mmHg
• Flash Point: 203.2°C
• Density: 1.261g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 200.0828741
• Heavy Atom Count: 13
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCNC1=CC(=NC(=N1)N)Cl

Technology Process of n4-Butyl-6-chloropyrimidine-2,4-diamine

There total 3 articles about n4-Butyl-6-chloropyrimidine-2,4-diamine 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: 97.0%

6-chloroisocytosine (1194-21-4) + N-butylamine (109-73-9,85404-21-3) → 2-Amino-4-n-butylamino-6-chloropyrimidine (5457-91-0)

Guidance literature:

for 0.5h; Heating;

DOI:10.1002/jhet.5570280611

Reference yield: 84.0%

2-Amino-4,6-dichloropyrimidine (56-05-3) + N-butylamine (109-73-9,85404-21-3) → 2-Amino-4-n-butylamino-6-chloropyrimidine (5457-91-0)

Guidance literature:

With triethylamine; In methanol; at 70 ℃; for 12h;

DOI:10.1021/acs.jmedchem.6b00872

Reference yield: 84.0%

→ 2-Amino-4-n-butylamino-6-chloropyrimidine (5457-91-0)

Guidance literature:

With triethylamine; In methanol; at 70 ℃; for 12h;

upstream raw materials:

6-chloroisocytosine

N-butylamine

2-Amino-4,6-dichloropyrimidine

Downstream raw materials:

4-Chlor-2,5-diamino-6-butylamino-pyrimidin

N⁴-butyl-6-chloro-5-(4-chloro-phenylazo)-pyrimidine-2,4-diamine

2-Amino-4-n-butylamino-6-p-toluidinopyrimidine

Refernces

• 1、 Beesu, Mallesh,Salyer, Alex C. D.,Trautman, Kathryn L.,Hill, Justin K.,David, Sunil A.. "Human Toll-like Receptor (TLR) 8-Specific Agonistic Activity in Substituted Pyrimidine-2,4-diamines". . p. 8082 - 8093. Retrieved 2016/10/12.
• 2、 Reitz,Goodman,Pope,Argentieri,Bell,Burr,Chourmouzis,Come,Goodman,Klaubert,Maryanoff,McDonnell,Rampulla,Schott,Chen. "Small-molecule immunostimulants. Synthesis and activity of 7,8- disubstituted guanosines and structurally related compounds". . p. 3561 - 3578. Retrieved 2007/10/02.