4,6-Dichloro-2-(methylthio)-5-nitropyrimidine

Base Information

• Chemical Name: 4,6-Dichloro-2-(methylthio)-5-nitropyrimidine
• CAS No.: 1979-96-0
• Molecular Formula: C5H3Cl2N3O2S
• Molecular Weight: 240.07
• Hs Code.: 2933599090
• European Community (EC) Number: 816-777-1
• DSSTox Substance ID: DTXSID60463051
• Nikkaji Number: J1.819.092C
• Wikidata: Q82287778
• Mol file: 1979-96-0.mol

Synonyms:1979-96-0;4,6-Dichloro-2-(methylthio)-5-nitropyrimidine;4,6-dichloro-2-methylsulfanyl-5-nitro-pyrimidine;4,6-dichloro-2-methylsulfanyl-5-nitropyrimidine;4,6-dichloro-2-(methylsulfanyl)-5-nitropyrimidine;Pyrimidine, 4,6-dichloro-2-(methylthio)-5-nitro-;4,6-dichloro-2-methylthio-5-nitropyrimidine;4,6-dichloro-2-(methylthio)-5-nitro-pyrimidine;MFCD02323208;2-methylthio-4,6-Dichloro-5-nitropyrimidine;C5H3Cl2N3O2S;SCHEMBL1760875;4,6-dichloro-2-(methylthio)-;DTXSID60463051;GHAWBARMICSLQS-UHFFFAOYSA-N;AMY11597;AKOS015851211;CS-W005709;GS-5792;SB60736;SY024247;2-methylthio-5-nitro-4,6-dichloropyrimidine;4,6-dichloro-5-nitro-2-methylthiopyrimidine;FT-0767433;4,6dichloro-5-nitro-2-(methylthio)pyrimidine;4,6-dichloro-5-nitro-2-(methylthio)pyrimidine;EN300-175848;A880003;4 pound not6-Dichloro-2-(methylthio)-5-nitropyrimidine

Chemical Property of 4,6-Dichloro-2-(methylthio)-5-nitropyrimidine

Chemical Property:

• Vapor Pressure: 4.61E-05mmHg at 25°C
• Melting Point: 61 °C
• Boiling Point: 360.4oC at 760 mmHg
• PKA: -8.04±0.39(Predicted)
• Flash Point: 171.8oC
• PSA: 96.90000
• Density: 1.7g/cm3
• LogP: 2.93670
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 238.9323029
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

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

4,6-Dichloro-2-(methylthio)-5-nitro-pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=NC(=C(C(=N1)Cl)[N+](=O)[O-])Cl
• Uses: 4,6-Dichloro-2-(methylthio)-5-nitro-pyrimidine is a useful synthetic intermediate. It is used to prepare Cathepsin K inhibition SAR. It is also used to synthesize GS39783 (G797150) which is an allosteric positive modulator of GABAB receptors.

Technology Process of 4,6-Dichloro-2-(methylthio)-5-nitropyrimidine

There total 5 articles about 4,6-Dichloro-2-(methylthio)-5-nitropyrimidine 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: 97.87%

2-(methylthio)-5-nitropyrimidine-4,6-diol (1979-97-1) → 4,6-dichloro-2-(methylthio)-5-nitropyrimidine (1979-96-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; Reagent/catalyst; Reflux;

Reference yield: 95.3%

→ 4,6-dichloro-2-(methylthio)-5-nitropyrimidine (1979-96-0)

Guidance literature:

Reference yield:

4,6-dihydroxy-2-methylmercaptopyrimidine (1979-98-2) → 4,6-dichloro-2-(methylthio)-5-nitropyrimidine (1979-96-0)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid / 2 h / Cooling with ice

2: N,N-diethylaniline; trichlorophosphate / 1 h / Cooling with ice; Reflux

With nitric acid; N,N-diethylaniline; trichlorophosphate;

upstream raw materials:

2-(methylthio)-5-nitropyrimidine-4,6-diol

4,6-dihydroxy-2-methylmercaptopyrimidine

6-chloro-2-(methylthio)pyrimidin-4-ol

Downstream raw materials:

4-(N,N-Benzylmethylamino)-6-(N-isopropylamino)-2-methylthio-5-nitropyrimidine

4,6-dichloro-2-(methylsulfanyl)pyrimidin-5-amine

cyclohexyl-(2-methylsulfanyl-5-nitro-6-thiomorpholin-4-yl-pyrimidin-4-yl)-amine

4-(N-methylanilino)-6-chloro-2-methylthio-5-nitropyrimidine

Refernces

• 1、 Brockunier, Linda,Stelmach, John,Guo, Jian,Spencer, Tracy,Rosauer, Keith,Bansal, Alka,Cai, Sheng-Jian,Chen, Nancy,Cummings, John,Huang, Li,Johnson, Timothy,Levesque, Sonia,Luo, Lin,Maloney, Kevin,Metzger, Joseph,Mortko, Christopher,Ortega, Karen,Pai, Lee-Yuh,Pereira, Antonio,Salituro, Gino,Shang, Jackie,Shepherd, Cherrie,Sherrie Xu, Shiyao,Yang, Qifeng,Cui, Jisong,Roy, Sophie,Parmee, Emma,Raghavan, Subharekha. "Soluble guanylate cyclase stimulators for the treatment of hypertension: Discovery of MK-2947". supporting information. . Retrieved 2020/10/12.
• 2、 Goffin, Eric,Jacques, Nicolas,Lancellotti, Patrizio,Musumeci, Lucia,Nchimi, Alain,Pirotte, Bernard,Oury, Cécile. "Synthesis of ticagrelor analogues belonging to 1,2,3-triazolo[4,5-d]pyrimidines and study of their antiplatelet and antibacterial activity". . . Retrieved 2020/09/11.