6-Bromo-4-chlorothieno[3,2-D]pyrimidine

Base Information

• Chemical Name: 6-Bromo-4-chlorothieno[3,2-D]pyrimidine
• CAS No.: 225385-03-5
• Molecular Formula: C6H2 Br Cl N2 S
• Molecular Weight: 249.518
• Hs Code.: 2934999090
• European Community (EC) Number: 819-149-5
• DSSTox Substance ID: DTXSID00593326
• Nikkaji Number: J2.041.735H
• Wikidata: Q72453645
• Mol file: 225385-03-5.mol

Synonyms:6-BROMO-4-CHLOROTHIENO[3,2-D]PYRIMIDINE;225385-03-5;4-Chloro-6-bromothieno[3,2-d]pyrimidine;6-Bromo-4-chloro-thieno[3,2-d]pyrimidine;Thieno[3,2-d]pyrimidine,6-bromo-4-chloro-;MFCD09746330;Thieno[3,2-d]pyrimidine, 6-bromo-4-chloro-;SCHEMBL2870197;OSM-S-121;DTXSID00593326;RJKAKJGOZXERRE-UHFFFAOYSA-N;AMY23560;BCP31174;CS-D0275;AKOS015851194;SB15523;DS-10807;SY009535;EN300-263697;6-bromanyl-4-chloranyl-thieno[3,2-d]pyrimidine;6-Bromo-4-chlorothieno[3 pound not2-d]pyrimidine;A816254;W-206768;Z1269238879;4-Chloro-6-bromothieno[3,2-d]pyrimidine pound>>Thieno[3,2-d]pyrimidine,6-bromo-4-chloro-

Chemical Property of 6-Bromo-4-chlorothieno[3,2-D]pyrimidine

Chemical Property:

• Vapor Pressure: 0.000123mmHg at 25°C
• Refractive Index: 1.735
• Boiling Point: 345.5oC at 760 mmHg
• PKA: -0.19±0.40(Predicted)
• Flash Point: 162.7oC
• PSA: 54.02000
• Density: 1.955
• LogP: 3.10720
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 247.88106
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

6-Bromo-4-chlorothieno[3,2-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: C1=C(SC2=C1N=CN=C2Cl)Br

Technology Process of 6-Bromo-4-chlorothieno[3,2-D]pyrimidine

There total 5 articles about 6-Bromo-4-chlorothieno[3,2-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: 94.0%

4-chlorothieno[3,2-d]pyrimidine (16269-66-2) → 6-bromo-4-chlorothiopheno[3,2-D]pyrimidine (225385-03-5)

Guidance literature:

4-chlorothieno[3,2-d]pyrimidine; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.333333h; Inert atmosphere;

With 1,2-dibromo-1,1,2,2-tetrafluoroethane; In tetrahydrofuran; at -78 - 20 ℃; for 12.33h; Inert atmosphere;

DOI:10.1039/c4md00441h

Reference yield:

Methyl 3-aminothiophene-2-carboxylate (22288-78-4) → 6-bromo-4-chlorothiopheno[3,2-D]pyrimidine (225385-03-5)

Guidance literature:

Multi-step reaction with 4 steps

1: CH₃COONH₄ / Heating

2: HCOONH₄; HCONH₂ / 140 °C

3: oxalyl chloride / dimethylformamide

4: BuLi; BrF₂CCF₂Br

With n-butyllithium; oxalyl dichloride; 1,2-dibromo-1,1,2,2-tetrafluoroethane; ammonium acetate; ammonium formate; formamide; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.10.030

Reference yield:

3H-thieno[3,2-d]pyrimidin-4-one (16234-10-9) → 6-bromo-4-chlorothiopheno[3,2-D]pyrimidine (225385-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / dimethylformamide

2: BuLi; BrF₂CCF₂Br

With n-butyllithium; oxalyl dichloride; 1,2-dibromo-1,1,2,2-tetrafluoroethane; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.10.030

upstream raw materials:

4-chlorothieno[3,2-d]pyrimidine

Methyl 3-aminothiophene-2-carboxylate

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

3-(formylamino)-2-thiophenecarboxylic acid methyl ester