4H-Pyrrolo(2,1-c)(1,4)benzothiazine

Base Information

• Chemical Name: 4H-Pyrrolo(2,1-c)(1,4)benzothiazine
• CAS No.: 43153-80-6
• Molecular Formula: C11H9NS
• Molecular Weight: 187.2609
• DSSTox Substance ID: DTXSID50195733
• Nikkaji Number: J471.173D
• Wikidata: Q83068784
• Mol file: 43153-80-6.mol

Synonyms:4H-pyrrolo(2,1-c)(1,4)benzothiazine

Chemical Property of 4H-Pyrrolo(2,1-c)(1,4)benzothiazine

Chemical Property:

• Vapor Pressure: 0.000216mmHg at 25°C
• Boiling Point: 336.7°Cat760mmHg
• Flash Point: 157.4°C
• Density: 1.25g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 187.04557046
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CN2C3=CC=CC=C3S1

Technology Process of 4H-Pyrrolo(2,1-c)(1,4)benzothiazine

There total 7 articles about 4H-Pyrrolo(2,1-c)(1,4)benzothiazine 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:

2-Fluoroaniline (348-54-9) → 4H-Pyrrolo(1,4)benzothiazin (43153-80-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / glacial acetic acid / 1 h / Heating

2: 73 percent / POCl₃ / 3 h / 50 °C

3: sodium borohydride / propan-2-ol / 3 h / 0 °C

4: 77 percent / PPh₃, diisopropylazodicarboxylate (DiPAD) / tetrahydrofuran / 4 h / Ambient temperature

5: 1.) NaOMe, 2.) NaH / 1.) methanol, RT, 1 h, 2.) DMF, 80 deg C, 1 h

With sodium tetrahydroborate; di-isopropyl azodicarboxylate; sodium methylate; sodium hydride; acetic acid; triphenylphosphine; trichlorophosphate; In tetrahydrofuran; isopropyl alcohol;

Reference yield:

1-(2-fluorophenyl)-1H-pyrrole (89096-77-5) → 4H-Pyrrolo(1,4)benzothiazin (43153-80-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / POCl₃ / 3 h / 50 °C

2: sodium borohydride / propan-2-ol / 3 h / 0 °C

3: 77 percent / PPh₃, diisopropylazodicarboxylate (DiPAD) / tetrahydrofuran / 4 h / Ambient temperature

4: 1.) NaOMe, 2.) NaH / 1.) methanol, RT, 1 h, 2.) DMF, 80 deg C, 1 h

With sodium tetrahydroborate; di-isopropyl azodicarboxylate; sodium methylate; sodium hydride; triphenylphosphine; trichlorophosphate; In tetrahydrofuran; isopropyl alcohol;

Reference yield:

N-(2-fluorophenyl)pyrrole-2-carboxaldehyde (132407-65-9) → 4H-Pyrrolo(1,4)benzothiazin (43153-80-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium borohydride / propan-2-ol / 3 h / 0 °C

2: 77 percent / PPh₃, diisopropylazodicarboxylate (DiPAD) / tetrahydrofuran / 4 h / Ambient temperature

3: 1.) NaOMe, 2.) NaH / 1.) methanol, RT, 1 h, 2.) DMF, 80 deg C, 1 h

With sodium tetrahydroborate; di-isopropyl azodicarboxylate; sodium methylate; sodium hydride; triphenylphosphine; In tetrahydrofuran; isopropyl alcohol;

upstream raw materials:

4H-pyrrolo<2,1-c><1,4>benzothiazin-4-one

Thioacetic acid S-[1-(2-fluoro-phenyl)-1H-pyrrol-2-ylmethyl] ester

2-Fluoroaniline

1-(2-fluorophenyl)-1H-pyrrole

Refernces

• 1、 Nacci,Filacchioni,Stefancich. "Research on substances with psychotropic activity. III. Synthesis of a new heterocyclic system: 4H pyrrole (2,1 c)(1,4) benzothiazine". . p. 545 - 555. Retrieved 2007/10/10.