6-Chloro-5-nitropyrimidin-4-amine

Base Information

• Chemical Name: 6-Chloro-5-nitropyrimidin-4-amine
• CAS No.: 4316-94-3
• Molecular Formula: C4H3ClN4O2
• Molecular Weight: 174.546
• Hs Code.: 2933599090
• NSC Number: 401941
• DSSTox Substance ID: DTXSID60195749
• Nikkaji Number: J1.583.089A
• Wikidata: Q83068809
• Mol file: 4316-94-3.mol

Synonyms:6-chloro-5-nitropyrimidin-4-amine;4316-94-3;4-Pyrimidinamine, 6-chloro-5-nitro-;4-Amino-6-chloro-5-nitropyrimidine;4-Amino-5-nitro-6-chloropyrimidine;MFCD00127772;6-chloro-5-nitro-pyrimidin-4-ylamine;AI3-52135;NSC401941;SCHEMBL788257;DTXSID60195749;5-Nitro-6-chloro-4-pyrimidinamine;6-Chloro-5-nitro-pyrimidin-4-amine;4-amino-5-nitro-6-chloropyrimidine;AKOS000267491;AB03546;CS-W002393;GS-5756;NSC 401941;NSC-401941;SDCCGMLS-0065583.P001;Pyrimidine, 4-amino-6-chloro-5-nitro-,;SY026083;FT-0647851;EN300-82522;A826196;J-518601;F1386-0156

Chemical Property of 6-Chloro-5-nitropyrimidin-4-amine

Chemical Property:

• Boiling Point: 394.7 °C at 760 mmHg
• Flash Point: 192.5 °C
• PSA: 97.62000
• Density: 1.712 g/cm³
• LogP: 1.72480
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 173.9944530
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

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

6-Chloro-5-nitropyrimidin-4-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C(C(=N1)Cl)[N+](=O)[O-])N
• Uses: 6-Chloro-5-nitropyrimidin-4-amine is a substituted pyrimidine with antifungal properties.

Technology Process of 6-Chloro-5-nitropyrimidin-4-amine

There total 4 articles about 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: 93.0%

4,6-dichloro-5-nitropyrimidine (4316-93-2) → 6-chloro-5-nitropyrimidin-4-amine (4316-94-3)

Guidance literature:

With ammonium hydroxide; sodium hydrogencarbonate; In tetrahydrofuran; at 55 ℃;

Reference yield:

4,6-dichloro-5-nitropyrimidine (4316-93-2) + ammonium acetate (631-61-8,92206-38-7) → 6-chloro-5-nitropyrimidin-4-amine (4316-94-3)

Guidance literature:

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

DOI:10.1021/acsmedchemlett.1c00038

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) + 4,6-pyrimidinediol (1193-24-4) → 6-chloro-5-nitropyrimidin-4-amine (4316-94-3)

Guidance literature:

N,N-dimethyl-formamide; 4,6-pyrimidinediol; With trichlorophosphate;

With potassium permanganate; In acetone;

diazomethane;

DOI:10.1016/S0960-894X(01)00454-1

upstream raw materials:

4,6-dichloro-5-nitropyrimidine

diazomethane

N,N-dimethyl-formamide

4,6-pyrimidinediol

Downstream raw materials:

6-morpholino-5-nitropyrimidin-4-amine

N⁴-cyclohexyl-5-nitropyrimidine-4,6-diamine

N⁴-(3-dimethylamino-propyl)-5-nitro-pyrimidine-4,6-diyldiamine

5-nitro-N⁴-phenylpyrimidine-4, 6-diamine

Refernces

• 1、 Tang, Yongxing,Huang, Wei,Imler, Gregory H.,Parrish, Damon A.,Shreeve, Jean'ne M.. "Enforced Planar FOX-7-like Molecules: A Strategy for Thermally Stable and Insensitive ?-Conjugated Energetic Materials". . p. 7153 - 7160. Retrieved 2020/05/14.
• 2、 -. "INHIBITORS OF PI3K-DELTA AND METHODS OF THEIR USE AND MANUFACTURE". Page/Page column 124. . Retrieved 2012/04/04.