N-benzyl-6-chloro-5-nitropyrimidin-4-amine

Base Information

• Chemical Name: N-benzyl-6-chloro-5-nitropyrimidin-4-amine
• CAS No.: 54413-44-4
• Molecular Formula: C11H9ClN4O2
• Molecular Weight: 264.671
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID90202814
• Wikidata: Q83076130
• Mol file: 54413-44-4.mol

Synonyms:N-benzyl-6-chloro-5-nitropyrimidin-4-amine;54413-44-4;N-benzyl-6-chloro-5-nitro-4-pyrimidinamine;BRN 0542605;4-Benzylamino-6-chloro-5-nitropyrimidine;4-Pyrimidinamine, 6-chloro-5-nitro-N-(phenylmethyl)-;6-Chloro-5-nitro-N-(phenylmethyl)-4-pyrimidinamine;5-25-10-00123 (Beilstein Handbook Reference);AMY1772;DTXSID90202814;MFCD01689950;AKOS001815548;MS-2977;SB58255;4-benzylamino-5-nitro-6-chloropyrimidine;LS-134464;CS-0322946;N-benzyl-6-chloro-5-nitropyrimidin-4(3H)-imine;SR-01000094484;SR-01000094484-1

Chemical Property of N-benzyl-6-chloro-5-nitropyrimidin-4-amine

Chemical Property:

• Vapor Pressure: 1.72E-08mmHg at 25°C
• Melting Point: 108-110 °C(Solv: ethanol (64-17-5))
• Boiling Point: 455.7°Cat760mmHg
• PKA: -0.87±0.10(Predicted)
• Flash Point: 229.4°C
• PSA: 83.63000
• Density: 1.471g/cm³
• LogP: 3.24650
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 264.0414032
• Heavy Atom Count: 18
• Complexity: 281

Purity/Quality:

99%, ^*data from raw suppliers

N-Benzyl-6-chloro-5-nitropyrimidin-4-amine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC2=C(C(=NC=N2)Cl)[N+](=O)[O-]

Technology Process of N-benzyl-6-chloro-5-nitropyrimidin-4-amine

There total 3 articles about N-benzyl-6-chloro-5-nitropyrimidin-4-amine 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: 73.0%

4,6-dichloro-5-nitropyrimidine (4316-93-2) + benzylamine (100-46-9) → 4-(benzylamino)-6-chloro-5-nitropyrimidine (54413-44-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In ethanol; regioselective reaction; Inert atmosphere; Autoclave;

DOI:10.1016/j.bmcl.2018.09.021

Reference yield:

4,6-dichloro-5-nitropyrimidine (4316-93-2) + benzylamine acetic acid (2182-52-7) → 4-(benzylamino)-6-chloro-5-nitropyrimidine (54413-44-4)

Guidance literature:

In 1,4-dioxane; at 20 ℃; for 3h; Cooling;

DOI:10.1021/acsmedchemlett.1c00038

Reference yield:

→ 4-(benzylamino)-6-chloro-5-nitropyrimidine (54413-44-4)

Guidance literature:

4,6-Dichlor-5-nitropyrimidin, Benzylamin;

DOI:10.1021/jm00339a015

upstream raw materials:

4,6-dichloro-5-nitropyrimidine

benzylamine

benzylamine acetic acid

Downstream raw materials:

9-benzyl-6-ethoxy-9H-purine

9-benzyl-6-(dimethylamino)-8-methyl-9H-purine

N⁶-benzyl-N⁴,N⁴-dimethylpyrimidine-4,5,6-triamine

9-benzyl-6-(benzyloxy)-9H-purine