4-Chloro-6-phenylthieno[2,3-d]pyrimidine

Base Information

• Chemical Name: 4-Chloro-6-phenylthieno[2,3-d]pyrimidine
• CAS No.: 35970-79-7
• Molecular Formula: C12H7ClN2S
• Molecular Weight: 246.72
• Hs Code.: 2934999090
• European Community (EC) Number: 849-256-2
• DSSTox Substance ID: DTXSID60351767
• Nikkaji Number: J3.116.893G
• Wikidata: Q82128456
• Mol file: 35970-79-7.mol

Synonyms:4-chloro-6-phenylthieno[2,3-d]pyrimidine;35970-79-7;MFCD02966922;SCHEMBL2977154;DTXSID60351767;TQR1309;WJFATWIQZZNARY-UHFFFAOYSA-N;BBL010869;STK801778;AKOS000117297;AS-36148;4-Chloro-6-phenylthieno[2.3-d]pyrimidine;EN300-07403;A913562;AF-399/40918328;4-Chloro-6-phenylthieno[2,3-d]pyrimidine, AldrichCPR;BRD-K79848190-001-01-1;Z56951796;F3027-1006

Chemical Property of 4-Chloro-6-phenylthieno[2,3-d]pyrimidine

Chemical Property:

• Appearance/Colour: white solid.
• Melting Point: 139 - 140ºC
• Boiling Point: 417.4 °C at 760 mmHg
• Flash Point: 206.3 °C
• PSA: 54.02000
• Density: 1.396 g/cm³
• LogP: 4.01170
• Storage Temp.: 2-8°C
• XLogP3: 4.2
• 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:

97% ^*data from raw suppliers

4-Chloro-6-phenylthieno[2,3-d]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 36/37/38:
• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC3=C(S2)N=CN=C3Cl

Technology Process of 4-Chloro-6-phenylthieno[2,3-d]pyrimidine

There total 11 articles about 4-Chloro-6-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: 85.0%

6-phenylthieno[2,3-d]pyrimidin-4(3H)-one (35970-78-6) → 4-chloro-6-phenylthieno[2,3-d]pyrimidine (35970-79-7)

Guidance literature:

With N,N-dimethyl-formamide; trichlorophosphate; In 1,2-dichloro-ethane; at 65 ℃; for 1h;

Reference yield: 34.0%

phenylboronic acid (98-80-6) + 6-bromo-4-chlorothieno[2,3-d]pyrimidine (56844-12-3) → 4-chloro-6-phenylthieno[2,3-d]pyrimidine (35970-79-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; at 130 ℃; for 5h; Concentration; Solvent; Temperature; Time;

DOI:10.1016/j.tet.2012.08.090

Reference yield:

ethyl 2-amino-5-phenylthiophene-3-carboxylate (4815-34-3) → 4-chloro-6-phenylthieno[2,3-d]pyrimidine (35970-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / 2.5 h / 190 °C

2: 85 percent / POCl₃; DMF / 1,2-dichloro-ethane / 1 h / 65 °C

With N,N-dimethyl-formamide; trichlorophosphate; In 1,2-dichloro-ethane;

upstream raw materials:

6-phenylthieno[2,3-d]pyrimidin-4(3H)-one

ethyl 2-amino-5-phenylthiophene-3-carboxylate

phenylacetaldehyde

thieno[2,3-d]pyrimidin-4(3H)one

Downstream raw materials:

4-hydrazino-6-phenyl-thieno[2,3-d]pyrimidine

(1-Benzenesulfonyl-1H-indol-5-yl)-(6-phenyl-thieno[3,2-d]pyrimidin-4-yl)-amine

4-iodo-6-phenylthieno[2,3-d]pyrimidine

8-phenyl-thieno[3,2-e][1,2,4]triazolo[4,3-c]pyrimidine