Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate

Base Information

• Chemical Name: Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate
• CAS No.: 54368-61-5
• Molecular Formula: C7H5Cl2N3O4
• Molecular Weight: 266.04
• Hs Code.: 2933599090
• European Community (EC) Number: 674-377-0
• DSSTox Substance ID: DTXSID20375500
• Wikidata: Q72474248
• Mol file: 54368-61-5.mol

Synonyms:ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate;54368-61-5;ethyl 2,6-dichloro-5-nitro-pyrimidine-4-carboxylate;MFCD00831638;C7H5Cl2N3O4;Ethyl2,6-dichloro-5-nitropyrimidine-4-carboxylate;SCHEMBL58060;DTXSID20375500;CXMOEGSGXAUCNZ-UHFFFAOYSA-N;AMY23587;BBL102653;STL556457;AKOS005264367;AC-5238;CS-W006419;GS-5664;SB60545;BB 0261174;FT-0752730;2,4-dichloro-6-ethoxycarbonyl-5-nitropyrimidine;Ethyl 2,6-dichloro-5-nitropyrimidine-4-caboxylate;ethyl 2,6-di chloro-5-nitropyrimidine-4-carboxylate;Ethyl 2,6-dichloro-5-nitro pyrimidine-4-carboxylate;2,6-dichloro-5-nitropyrimidine-4-carboxylic acid ethyl ester

Chemical Property of Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate

Chemical Property:

• Vapor Pressure: 2.47E-06mmHg at 25°C
• Melting Point: 36-38 °C
• Refractive Index: 1.579
• Boiling Point: 391.4 °C at 760 mmHg
• PKA: -9.02±0.39(Predicted)
• Flash Point: 190.5 °C
• PSA: 97.90000
• Density: 1.602 g/cm³
• LogP: 2.39150
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 264.9657110
• Heavy Atom Count: 16
• Complexity: 285

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2,6-Dichloro-5-nitropyrimidine-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C(=NC(=N1)Cl)Cl)[N+](=O)[O-]
• Uses: Ethyl 2,6-Dichloro-5-nitropyrimidine-4-carboxylate is a useful chemical compound for preparation of pyrimidinediamines as IgE and/or IgG receptor modulators.

Technology Process of Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate

There total 7 articles about Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate 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: 94.0%

ethyl 5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate (52047-16-2) → ethyl 2,4-dichloro-5-nitro-6-pyrimidinecarboxylic acid (54368-61-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; at 100 ℃; for 5h; Reagent/catalyst;

Reference yield:

5-nitroorotic acid (17687-24-0) → ethyl 2,4-dichloro-5-nitro-6-pyrimidinecarboxylic acid (54368-61-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / conc. H₂SO₄ / 9 h / Heating

2: 74 percent / POCl₃, PhNMe₂ / 1.) 30 min, 2.) reflux, 1 h

With sulfuric acid; N,N-dimethyl-aniline; trichlorophosphate;

Reference yield:

orotic acid (65-86-1,58915-47-2,6784-70-9) → ethyl 2,4-dichloro-5-nitro-6-pyrimidinecarboxylic acid (54368-61-5)

Guidance literature:

Multi-step reaction with 3 steps

1: nitric acid; sulfuric acid / 6 h / 15 - 48 °C / Cooling with ice

2: sulfuric acid / 14 h / Reflux

3: N-ethyl-N,N-diisopropylamine; trichlorophosphate / 5 h / 100 °C

With sulfuric acid; nitric acid; N-ethyl-N,N-diisopropylamine; trichlorophosphate;

upstream raw materials:

ethyl 5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate

6-Methyluracil

5-nitro-6-methyluracil

5-nitroorotic acid