4,6-DICHLORO-5-NITRO-2-PROPYLTHIOPYRIMIDINE

Base Information

• Chemical Name: 4,6-DICHLORO-5-NITRO-2-PROPYLTHIOPYRIMIDINE
• CAS No.: 145783-14-8
• Molecular Formula: C7H7Cl2N3O2S
• Molecular Weight: 268.123
• Hs Code.: 2933599090
• Mol file: 145783-14-8.mol

Synonyms:4,6-Dichloro-5-nitro-2-propylsulfanylpyrimidine;

Chemical Property of 4,6-DICHLORO-5-NITRO-2-PROPYLTHIOPYRIMIDINE

Chemical Property:

• Appearance/Colour: Yellow power
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.608
• Boiling Point: 377.79 °C at 760 mmHg
• PKA: -8.48±0.50(Predicted)
• Flash Point: 182.281 °C
• PSA: 96.90000
• Density: 1.547 g/cm³
• LogP: 3.71690
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Sparingly), DMSO (Sparingly), Ethyl Acetate (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4,6-Dichloro-5-nitro-2-(propylthio)pyrimidine is used as a reactnat in the synthesis of carba-nucleosides as potent antagonists of ADP purinergic receptor P2Y12 on human platelets.

Technology Process of 4,6-DICHLORO-5-NITRO-2-PROPYLTHIOPYRIMIDINE

There total 8 articles about 4,6-DICHLORO-5-NITRO-2-PROPYLTHIOPYRIMIDINE 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%

4,6-dihydroxy-5-nitro-2-(propylthio)pyrimidine (145783-13-7) → 4,6-dichloro-5-nitro-2-(propylsulfanyl)pyrimidine (145783-14-8)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl acetamide; Reflux;

DOI:10.1002/jhet.2601

Reference yield: 93.8%

4,6-dihydroxy-2-(propylthio)-5-aminopyrimidine → 4,6-dichloro-5-nitro-2-(propylsulfanyl)pyrimidine (145783-14-8)

Guidance literature:

With trichlorophosphate; at 110 ℃; for 10h; Industrial scale;

Reference yield:

6-hydroxy-5-nitro-2-(propylthio)-4(3H)-pyrimidinone (145783-13-7) → 4,6-dichloro-5-nitro-2-(propylsulfanyl)pyrimidine (145783-14-8)

Guidance literature:

6-hydroxy-5-nitro-2-(propylthio)-4(3H)-pyrimidinone; With pyrophosphoryl chloride; In toluene; at 0 ℃; for 2h;

With triethanolamine; In toluene; at 80 ℃; for 10h; Temperature; Reagent/catalyst;

upstream raw materials:

4,6-dihydroxy-5-nitro-2-(propylthio)pyrimidine

N,N-diethylaniline

6-Hydroxy-5-nitro-2-(propylthio)-4(1H)-pyrimidinone

N,N-dimethyl-aniline

Downstream raw materials:

[3aR-[3aα,4α,6α,(1R,2S),6aα]]-2-[6-[[[7-(2-(3,4-difluorophenyl)cyclopropyl)]amino-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]tetrahydro-2,2-dimethyl-4H-cyclopenteno-1,3-dioxolan-4-yl]oxy]ethanol

2-[((3aR,4S,6R,6aS)-6-[[5-amino-6-chloro-2-(propylsulfanyl)-4-pyrimidinyl]amino]-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy]-1-ethanol

2-({(3aR,4S,6R,6aS)-6-[7-chloro-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-3-yl]-2,2-dimethyltetrahydro-3aH-cyclopentadiene[d][1,3]dioxolene-4-yl}oxy)ethanol

ticagrelor

Refernces

• 1、 -. "METHOD FOR PREPARATION OF CHLORINATED S-PROPYLTHIOBARBITURIC ACID". Page/Page column 10. . Retrieved 2019/02/06.
• 2、 Geng, Peng-Fei,Liu, Xue-Qi,Zhao, Tao-Qian,Wang, Cong-Cong,Li, Zhong-Hua,Zhang, Ji,Wei, Hao-Ming,Hu, Biao,Ma, Li-Ying,Liu, Hong-Min. "Design, synthesis and in vitro biological evaluation of novel [1,2,3]triazolo[4,5-d]pyrimidine derivatives containing a thiosemicarbazide moiety". . p. 147 - 156. Retrieved 2018/02/10.