4-Chloro-5-phenylthieno[2,3-d]pyrimidine

Base Information

• Chemical Name: 4-Chloro-5-phenylthieno[2,3-d]pyrimidine
• CAS No.: 182198-35-2
• Molecular Formula: C12H7ClN2S
• Molecular Weight: 246.72
• Hs Code.: 29081000
• European Community (EC) Number: 681-572-4
• DSSTox Substance ID: DTXSID40351765
• Wikidata: Q82128451
• ChEMBL ID: CHEMBL1399547
• Mol file: 182198-35-2.mol

Synonyms:4-chloro-5-phenylthieno[2,3-d]pyrimidine;182198-35-2;4-Chloro-5-phenyl-thieno[2,3-d]pyrimidine;SMR000178586;Thieno[2,3-d]pyrimidine,4-chloro-5-phenyl-;Thieno[2,3-d]pyrimidine, 4-chloro-5-phenyl-;MLS000560290;SCHEMBL2368374;CHEMBL1399547;DTXSID40351765;WONOKVSIDWOIGC-UHFFFAOYSA-N;HMS2486I16;BBL012352;MFCD00218029;STK104408;AKOS000116666;AM807665;AS-31222;FT-0749722;EN300-04140;A812662;SR-01000320403;SR-01000320403-1;Z56886546;F1126-0420

Chemical Property of 4-Chloro-5-phenylthieno[2,3-d]pyrimidine

Chemical Property:

• Vapor Pressure: 7.73E-07mmHg at 25°C
• Melting Point: 130 °C
• Refractive Index: 1.698
• Boiling Point: 418.9 °C at 760 mmHg
• PKA: 0.34±0.40(Predicted)
• Flash Point: 207.1 °C
• PSA: 54.02000
• Density: 1.396 g/cm³
• LogP: 4.01170
• Storage Temp.: 2-8°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 246.0018471
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-5-phenylthieno[2,3-d]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CSC3=C2C(=NC=N3)Cl

Technology Process of 4-Chloro-5-phenylthieno[2,3-d]pyrimidine

There total 8 articles about 4-Chloro-5-phenylthieno[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: 100.0%

5-phenylthieno<2,3-d>pyrimidine-4(3H)one (35978-39-3) → 4-chloro-5-phenyl-thieno[2,3-d]pyrimidine (182198-35-2)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; at 80 ℃; for 4h; Product distribution / selectivity;

Reference yield: 100.0%

5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one (35978-39-3) → 4-chloro-5-phenyl-thieno[2,3-d]pyrimidine (182198-35-2)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; at 80 ℃; for 4h; Product distribution / selectivity;

Reference yield:

ethyl 2-amino-4-phenyl-thiophene-3-carboxylate (4815-36-5) → 4-chloro-5-phenyl-thieno[2,3-d]pyrimidine (182198-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / 4 h / Heating

2: 74 percent / PCl₅, POCl₃ / 3 h / Heating

With phosphorus pentachloride; trichlorophosphate;

DOI:10.1080/00397919608003791

upstream raw materials:

5-phenylthieno<2,3-d>pyrimidine-4(3H)one

ethyl 2-amino-4-phenyl-thiophene-3-carboxylate

5-phenyl-3H-thieno[2,3-d]pyrimidin-4-one

acetophenone

Downstream raw materials:

2-(5-Phenyl-thieno[2,3-d]pyrimidin-4-ylamino)-ethanol

Refernces

• 1、 Kaliraj,Jeyalakshmi,Kathiravan,Madhavan,Devi, Arikketh. "Design, molecular docking and biological evaluation of fused thienopyrimidines and quinazoline". . p. 537 - 544. Retrieved 2021/02/27.
• 2、 Fyfe, Tim J.,Kellam, Barrie,Mistry, Shailesh N.,Scammells, Peter J.,Lane, J. Robert,Capuano, Ben. "Subtle modifications to a thieno[2,3-d]pyrimidine scaffold yield negative allosteric modulators and agonists of the dopamine D2 receptor". . p. 474 - 490. Retrieved 2019/03/07.