4-Chlorobenzo[4,5]thieno[2,3-D]pyrimidine

Base Information

• Chemical Name: 4-Chlorobenzo[4,5]thieno[2,3-D]pyrimidine
• CAS No.: 40142-92-5
• Molecular Formula: C10H5ClN2S
• Molecular Weight: 220.682
• European Community (EC) Number: 863-698-3
• Mol file: 40142-92-5.mol

Synonyms:4-CHLOROBENZO[4,5]THIENO[2,3-D]PYRIMIDINE;40142-92-5;4-chloro-[1]benzothiolo[2,3-d]pyrimidine;3-Chloro-8-thia-4,6-diazatricyclo[7.4.0.0,2,7]trideca-1(9),2(7),3,5,10,12-hexaene;[1]Benzothieno[2,3-d]pyrimidine, 4-chloro-;SCHEMBL7216257;XZLIYHJQECJFSZ-UHFFFAOYSA-N;MFCD22690446;AKOS022187288;AS-39172;DA-39553;CS-0214869;EN300-200061;Z1618126181;3-chloro-8-thia-4,6-diazatricyclo[7.4.0.0[2,7]]trideca-1(9),2,4,6,10,12-hexaene

Chemical Property of 4-Chlorobenzo[4,5]thieno[2,3-D]pyrimidine

Chemical Property:

• PSA: 54.02000
• LogP: 3.49790
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 219.9861970
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(S2)N=CN=C3Cl

Technology Process of 4-Chlorobenzo[4,5]thieno[2,3-D]pyrimidine

There total 7 articles about 4-Chlorobenzo[4,5]thieno[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: 74.0%

benzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one (18774-49-7) → 3-chloro-8-thia-4,6-diazatricyclo[7.4.0.0[2,7]]trideca-1(9),2,4,6,10,12-hexaene (40142-92-5)

Guidance literature:

With trichlorophosphate; Reflux;

DOI:10.1016/j.ejmech.2016.07.035

Reference yield: 41.0%

8-thia-4,6-diazatricyclo[7.4.0.0[2,7]]trideca-1(9),2(7),3,5,10,12-hexaen-3-ol (18774-49-7) → 3-chloro-8-thia-4,6-diazatricyclo[7.4.0.0[2,7]]trideca-1(9),2,4,6,10,12-hexaene (40142-92-5)

Guidance literature:

With trichlorophosphate; In 1,4-dioxane; at 90 ℃; for 4h; Inert atmosphere;

Reference yield:

ethyl 2-amino-1-benzothiophene-3-carboxylate (7311-95-7) → 3-chloro-8-thia-4,6-diazatricyclo[7.4.0.0[2,7]]trideca-1(9),2,4,6,10,12-hexaene (40142-92-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Heating

2: POCl₃ / pyridine

With trichlorophosphate; In pyridine;

DOI:10.1016/S0040-4039(01)94364-3

upstream raw materials:

benzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one

ethyl 2-amino-1-benzothiophene-3-carboxylate

ethyl 3-aminobenzothiophene-2-carboxylate

cyclohexanone

Downstream raw materials:

N-benzylbenzo[4,5]thieno[2,3-d]pyrimidin-4-amine

N-(2-methylbenzyl)benzo[4,5]thieno[2,3-d]pyrimidin-4-amine

4-(2-methylanilino)-[1]benzothieno[2,3-d]pyrimidine

4-anilino[1]benzothieno[2,3-d]pyrimidine