4-chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine

Base Information

• Chemical Name: 4-chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine
• CAS No.: 57564-94-0
• Molecular Formula: C7H6ClN3S
• Molecular Weight: 199.664
• Hs Code.: 2933990090
• European Community (EC) Number: 809-373-1
• NSC Number: 70903
• DSSTox Substance ID: DTXSID90415907
• Nikkaji Number: J656.686C
• Mol file: 57564-94-0.mol

Synonyms:4-chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine;57564-94-0;4-chloro-2-methylsulfanyl-7H-pyrrolo[2,3-d]pyrimidine;1H-Pyrrolo[2,3-d]pyrimidine, 4-chloro-2-(methylthio)-;4-chloro-2-methylthiopyrrolo[2,3-d]pyrimidine;5-CHLORO-3-METHYLSULFANYL-2,4,9-TRIAZABICYCLO[4.3.0]NONA-2,4,7,10-TETRAENE;4-chloro-2-(methylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine;NSC70903;SCHEMBL2564796;DTXSID90415907;WEGGBXZHIWVHOI-UHFFFAOYSA-N;AMY15711;MFCD09025769;NSC-70903;SC1201;AKOS006291556;AKOS028109008;CS-W019391;PB29575;BP-20050;DS-10844;FT-0645662;4-chloro-2-methylthiopyrrolo[2,3-d]-pyrimidine;4-chloro-2-methylthiopyrrolo[2,3-d] -pyrimidine;2-Methylthio-4-chloro-7H-pyrrolo[2,3-d]pyrimidine;J-514905;4-chloro-2-methylmercapto-7H-pyrrolo[2,3-d]pyrimidine;7H-pyrrolo[2,3-d]pyrimidine, 4-chloro-2-(methylthio)-;4-Chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine, AldrichCPR;InChI=1/C7H6ClN3S/c1-12-7-10-5(8)4-2-3-9-6(4)11-7/h2-3H,1H3,(H,9,10,11

Chemical Property of 4-chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine

Chemical Property:

• Vapor Pressure: 2.6E-07mmHg at 25°C
• Refractive Index: 1.711
• Boiling Point: 433.4 °C at 760 mmHg
• PKA: 10.01±0.20(Predicted)
• Flash Point: 215.9 °C
• PSA: 66.87000
• Density: 1.52 g/cm³
• LogP: 2.33320
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 198.9970961
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

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

4-Chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=NC2=C(C=CN2)C(=N1)Cl

Technology Process of 4-chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine

There total 8 articles about 4-chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine 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: 81.0%

2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidin-4-ol (67831-83-8) → 2-(methylthio)-4-chloropyrrolo<2,3-d>pyrimidine (57564-94-0)

Guidance literature:

With trichlorophosphate; at 100 ℃;

DOI:10.1016/j.bmc.2012.08.050

Reference yield:

3,7-Dihydro-2-methylthio-4H-pyrrolo<2,3-d>-pyrimidin-4-on (67831-83-8) → 2-(methylthio)-4-chloropyrrolo<2,3-d>pyrimidine (57564-94-0)

Guidance literature:

With trichlorophosphate; Reflux;

Reference yield:

ethyl 2-cyano-4,4-diethoxybutyrate (52133-67-2) → 2-(methylthio)-4-chloropyrrolo<2,3-d>pyrimidine (57564-94-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium ethanolate / ethanol / Reflux

2.1: sodium hydroxide / water / 20 °C

2.2: 20 °C

3.1: trichlorophosphate / 100 °C

With sodium ethanolate; sodium hydroxide; trichlorophosphate; In ethanol; water;

DOI:10.1016/j.bmc.2012.08.050

upstream raw materials:

ethyl 2-cyano-4,4-diethoxybutyrate

6-amino-5-(2,2-diethoxy)-2-mercaptopyrimidine-4-ol

2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidin-4-ol

6-amino-2-methylsulfanylpyrimidin-4(3H)-one

Downstream raw materials:

4-methoxy-2-methylthio-7H-pyrrolo[2,3-d]pyrimidine

2'-deoxy-7-deazaadenosine

Refernces

• 1、 -. "NEW PYRIMIDINE DERIVATIVES FOR PREVENTION AND TREATMENT OF GRAM-NEGATIVE BACTERIAL INFECTION, CONTAMINATION AND FOULING". Page/Page column 111. . Retrieved 2020/10/28.
• 2、 -. "PYRIMIDINE DERIVATIVES FOR PREVENTION AND TREATMENT OF BACTERIAL INFECTIONS". Page/Page column 98; 99. . Retrieved 2019/09/04.