5,10-Dihydro-2-methyl-4H-thieno[2,3-β][1,5]benzodiazepin-4-one (Olanzapine Impurity)

Base Information

• Chemical Name: 5,10-Dihydro-2-methyl-4H-thieno[2,3-β][1,5]benzodiazepin-4-one (Olanzapine Impurity)
• CAS No.: 221176-49-4
• Molecular Formula: C₁₂H₁₀N₂OS
• Molecular Weight: 230.29
• Hs Code.: 2934990002
• Mol file: 221176-49-4.mol

Synonyms:LY 301664

Chemical Property of 5,10-Dihydro-2-methyl-4H-thieno[2,3-β][1,5]benzodiazepin-4-one (Olanzapine Impurity)

Chemical Property:

• Vapor Pressure: 8.24E-05mmHg at 25°C
• Melting Point: 235-237°C
• Refractive Index: 1.635
• Boiling Point: 341.1°C at 760 mmHg
• PKA: 12.63±0.20(Predicted)
• Flash Point: 160.1°C
• PSA: 76.89000
• Density: 1.292g/cm³
• LogP: 2.94150
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane (Slightly, Heated), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

Olanzapine Related Compound B Pharmaceutical Secondary Standard; Certified Reference Material ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Olanzapine impurity Olanzapine impurity (Olanzapine EP Impurity B).

Technology Process of 5,10-Dihydro-2-methyl-4H-thieno[2,3-β][1,5]benzodiazepin-4-one (Olanzapine Impurity)

There total 6 articles about 5,10-Dihydro-2-methyl-4H-thieno[2,3-β][1,5]benzodiazepin-4-one (Olanzapine Impurity) 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: 39.0%

5-methyl-2-[(2-nitrophenyl)amino]-thiophene-3-carboxylic acid → 2-methyl-5,10-dihydro-4H-benzo[b]thieno[2,3-e][1,4]diazepin-4-one (221176-49-4)

Guidance literature:

With tributylphosphine; at 140 ℃; for 48h; regioselective reaction; Schlenk technique;

DOI:10.1055/s-0040-1707347

Reference yield: 20.0%

1-methyl-piperazine (109-01-3) + 2-(2-nitroanilino)-5-methylthiophene-3-carbonitrile (138564-59-7) → zyprexa (132539-06-1) + 2-methyl-5,10-dihydro-4H-benzo[b]thieno[2,3-e][1,4]diazepin-4-one (221176-49-4)

Guidance literature:

With hydrogen; In mesytilene; at 160 ℃; for 24h; chemoselective reaction;

DOI:10.1016/j.tet.2010.08.022

Reference yield:

1-methyl-piperazine (109-01-3) + 4-amino-2-methyl-10H-thieno[2,3-b][1,5]benzodiazepine hydrochloride (138564-60-0) → zyprexa (132539-06-1) + 2-methyl-5,10-dihydro-4H-benzo[b]thieno[2,3-e][1,4]diazepin-4-one (221176-49-4)

Guidance literature:

at 150 ℃; for 0.75h;

upstream raw materials:

4-amino-2-methyl-10H-thieno[2,3-b][1,5]benzodiazepine hydrochloride

1-methyl-piperazine

2-[(2-aminophenyl)amino]-5-methylthiophene-3-carbonitrile

2-(2-nitroanilino)-5-methylthiophene-3-carbonitrile

Downstream raw materials:

2-methyl-4,9-dihydro-3-thia-4,9-diazabenzo[f]azulene-10-thione

Refernces

• 1、 Leyva-Pérez, Antonio,Cabrero-Antonino, Jose R.,Corma, Avelino. "Bifunctional solid catalysts for chemoselective hydrogenation-cyclisation- amination cascade reactions of relevance for the synthesis of pharmaceuticals". scheme or table. p. 8203 - 8209. Retrieved 2010/11/05.
• 2、 -. "PIPERAZINE SUBSTITUTED ARYL BENZODIAZEPINES". Page 55-56. . Retrieved 2010/11/30.