2,4-Dichloro-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine

Base Information

• Chemical Name: 2,4-Dichloro-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine
• CAS No.: 181374-43-6
• Molecular Formula: C7H6Cl2N2S
• Molecular Weight: 221.11
• Hs Code.: 2934999090
• European Community (EC) Number: 801-122-4
• DSSTox Substance ID: DTXSID00579206
• Wikidata: Q72466007
• Mol file: 181374-43-6.mol

Synonyms:2,4-Dichloro-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine;181374-43-6;2,4-dichloro-5H,7H,8H-thiopyrano[4,3-d]pyrimidine;MFCD11846185;SC2781;SCHEMBL14843250;AMY5408;DTXSID00579206;IHJDGIDSEZWIQT-UHFFFAOYSA-N;AKOS015049726;SB21808;AS-54631;SY020071;CS-0044959;W-206295

Chemical Property of 2,4-Dichloro-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine

Chemical Property:

• Vapor Pressure: 8.56E-06mmHg at 25°C
• Boiling Point: 385.2°C at 760 mmHg
• Flash Point: 186.8°C
• PSA: 51.08000
• Density: 1.513g/cm³
• LogP: 2.57270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 219.9628748
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

97% ^*data from raw suppliers

2,4-Dichloro-7,8-dihydro-5H-thiopyrano[4,3-D]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSCC2=C1N=C(N=C2Cl)Cl

Technology Process of 2,4-Dichloro-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine

There total 5 articles about 2,4-Dichloro-7,8-dihydro-5H-thiopyrano[4,3-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: 85.7%

7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine-2,4-diol (857956-61-7) → 2,4-dichloro-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine (181374-43-6)

Guidance literature:

With trichlorophosphate; at 110 ℃; for 3h;

Reference yield: 85.7%

7,8-dihydro-1H-thiopyrano[4,3-d]pyrimidine-2,4(3H,5H)-dione (857956-61-7) → 2,4-dichloro-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine (181374-43-6)

Guidance literature:

With N,N-dimethyl-formamide; trichlorophosphate; at 115 ℃; for 3h;

DOI:10.1016/j.bmc.2014.11.003

Reference yield:

Dimethyl 3,3'-thiodipropionate (4131-74-2) → 2,4-dichloro-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine (181374-43-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / tetrahydrofuran / 20 °C / Reflux

2: ethanol; sodium ethanolate / 20 - 70 °C

3: N,N-dimethyl-aniline; trichlorophosphate / 100 °C

With ethanol; sodium ethanolate; sodium hydride; N,N-dimethyl-aniline; trichlorophosphate; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2012.05.104

upstream raw materials:

3-methoxycarbonyltetrahydropyran-4-one

7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine-2,4-diol

Dimethyl 3,3'-thiodipropionate

7,8-dihydro-1H-thiopyrano[4,3-d]pyrimidine-2,4(3H,5H)-dione

Downstream raw materials:

PF-05139962