11-(Chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Base Information

• Chemical Name: 11-(Chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
• CAS No.: 28797-48-0
• Molecular Formula: C14H10ClN3O2
• Molecular Weight: 287.705
• Hs Code.: 2933990090
• European Community (EC) Number: 249-227-9
• UNII: 3MF3ZSQ8A6
• DSSTox Substance ID: DTXSID00182976
• Nikkaji Number: J286.457F
• Wikidata: Q72464726
• ChEMBL ID: CHEMBL1480996
• Mol file: 28797-48-0.mol

Synonyms:28797-48-0;11-(2-Chloroacetyl)-5H-benzo[e]pyrido[3,2-b][1,4]diazepin-6(11H)-one;5,11-Dihydro-11-chloroacetyl-6H-pyrido[2,3-b][1,4]benzodiazepine-6-one;11-(Chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one;11-(2-chloroacetyl)-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one;3MF3ZSQ8A6;EINECS 249-227-9;11-(Chloroacetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one;11-(2-CHLOROACETYL)-5H-PYRIDO(2,3-B)(1,4)BENZODIAZEPIN-6-ONE;2-CHLORO-1-(6-HYDROXY-11H-PYRIDO(2,3-B)(1,4)BENZODIAZEPIN-11-YL)ETHANONE;2-chloro-1-(6-hydroxy-11H-pyrido[2,3-b][1,4]benzodiazepin-11-yl)ethanone;6H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 11-(chloroacetyl)-5,11-dihydro-;6H-Pyrido[2,3-b][1,4]benzodiazepin-6-one, 11-(chloroacetyl)-5,11-dihydro-;UNII-3MF3ZSQ8A6;MLS001173553;SCHEMBL3667307;CHEMBL1480996;DTXSID00182976;HMS2863K10;MFCD01948712;STK500087;STL313125;AKOS005454435;AKOS022140659;AC-8161;DS-2715;NCGC00246288-01;SMR000538827;CS-0091197;FT-0686163;S11893;Q-200522;11-chloroacetyl-5,11-dihydro-6H-pyrido [2,3-b][1,4]benzodiazepin-6-one;11-chloroacetyl-5,11-dihydro-6H-pyrido-[2,3-b][1,4]benzodiazepin-6-one;11-chloroacetyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]-benzodiazepin-6-one;11-chloroacetyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiaze-pin-6-one;11-chloroacetyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one;(6H)Pyrido[2,3-b][1,4]benzodiazepin-6-one, 5-hydro-11-(monochloromethyl)carbonyl-;11-(2-Chloroacetyl)-5,11-dihydro-6H-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one;11-(2-chloroacetyl)-5,11-dihydro-6H-pyrido-[2,3-b][1,4]benzodiazepin-6-one;11-(2-chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one;11-(chloroacetyl)-5,11-dihydro-6H-pyrido-[2,3-b][1,4]benzodiazepin-6-one;11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]-benzodiazepin-6-one;11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6- one;11-(Chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one #;11-chloroacetyl-5,11-dihydro-6H-pyrido- [2,3-b][1,4]benzodiazepine-6-one;6H-PYRIDO(2,3-B)(1,4)BENZODIAZEPIN-6-ONE, 11-(2-CHLOROACETYL)-5,11-DIHYDRO-;2-(2-chloroacetyl)-2,4,9-triazatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-one;5,11-Dihydro-11-chloroacetyl-6H-pyrido[2,3-b][1,4]benzodiazepine-6-one [Intermediates of Pirenzepine ]

Chemical Property of 11-(Chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Chemical Property:

• Appearance/Colour: White or off-white crystalline powder
• Vapor Pressure: 2.06E-09mmHg at 25°C
• Refractive Index: 1.637
• Boiling Point: 481.1 °C at 760 mmHg
• Flash Point: 244.7 °C
• PSA: 67.75000
• Density: 1.415 g/cm³
• LogP: 2.31900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 287.0461543
• Heavy Atom Count: 20
• Complexity: 404

Purity/Quality:

99% ^*data from raw suppliers

11-(Chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-β][1,4]benzodiazepin-6-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)NC3=C(N2C(=O)CCl)N=CC=C3

Technology Process of 11-(Chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

There total 10 articles about 11-(Chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one 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: 70.0%

chloroacetyl chloride (79-04-9) + 5H-benzo[e]pyrido[3,2-b][1,4]diazepin-6(11H)-one (885-70-1) → 11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one (28797-48-0)

Guidance literature:

With triethylamine; In 1,4-dioxane; for 8h; Heating;

DOI:10.1021/jm040800a

Reference yield:

ortho-nitrobenzoic acid (552-16-9,104810-18-6) → 11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one (28797-48-0)

Guidance literature:

Multi-step reaction with 5 steps

1: oxalyl chloride; DMF / tetrahydrofuran / 1 h / Heating

2: 5.55 g / pyridine / tetrahydrofuran / 2 h / 20 °C

3: 86 percent / aq. HCl; SnCl₂ / 0.25 h / 100 °C

4: 80 percent / 0.08 h / 205 °C

5: 70 percent / Et₃N / dioxane / 8 h / Heating

With pyridine; hydrogenchloride; oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; tin(ll) chloride; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jm040800a

Reference yield:

2-amino-N-(2-chloropyridin-3-yl)benzamide (956-30-9) → 11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one (28797-48-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / 0.08 h / 205 °C

2: 70 percent / Et₃N / dioxane / 8 h / Heating

With triethylamine; In 1,4-dioxane;

DOI:10.1021/jm040800a

upstream raw materials:

chloroacetyl chloride

5H-benzo[e]pyrido[3,2-b][1,4]diazepin-6(11H)-one

ortho-nitrobenzoic acid

2-amino-N-(2-chloropyridin-3-yl)benzamide

Downstream raw materials:

pirenzepine

C₂₃H₂₉N₅O₂

C₂₃H₂₉N₅O₂

C₂₃H₂₉N₅O₂

Refernces

• 1、 -. "An intestinal gastric pirenzepine hydrochloride is an important intermediate for simple synthesis process (by machine translation)". Paragraph 0028; 0034. . Retrieved 2019/05/04.
• 2、 Tahtaoui, Chouaib,Parrot, Isabelle,Klotz, Philippe,Guillier, Fabrice,Galzi, Jean-Luc,Hibert, Marcel,Ilien, Brigitte. "Fluorescent pirenzepine derivatives as potential bitopic ligands of the human M1 muscarinic receptor". . p. 4300 - 4315. Retrieved 2007/10/03.