DE(5-carboxamide)oxcarbazepine

Base Information

• Chemical Name: DE(5-carboxamide)oxcarbazepine
• CAS No.: 21737-58-6
• Molecular Formula: C14H11 N O
• Molecular Weight: 209.247
• Hs Code.: 2933998350
• UNII: K14BE2W19M
• DSSTox Substance ID: DTXSID80176131
• Nikkaji Number: J1.456.042D
• Wikidata: Q27281804
• Mol file: 21737-58-6.mol

Synonyms:21737-58-6;5H-Dibenzo[b,f]azepin-10(11H)-one;DE(5-carboxamide)oxcarbazepine;10-Oxo-10,11-Dihydro-5H-dibenz[b,f]azepine;Dibenzazepinone-d4;6,11-dihydrobenzo[b][1]benzazepin-5-one;Oxcarbazepine EP IMpurity C;10H-Dibenz(b,f)azepin-10-one, 5,11-dihydro-;K14BE2W19M;5,11-dihydro-10H-dibenzo[b,f]azepin-10-one;10H-Dibenz[b,f]azepin-10-one, 5,11-dihydro-;5,11-Dihydro-10H-dibenzo(b,f)azepin-10-one;10-Ketoiminodibenzyl (10-Oxo-10,11-dihydro-5H-dibenz[b,f]azepine);10-oxo-10,11-dihydro-5H-dibenz(b,f)azepine;UNII-K14BE2W19M;Oxcarbazepine Imp. C (EP);Oxcarbazepine USP Related Compound E;Oxcarbazepine USP RC E;5,11-Dihydro-10H-dibenz[b,f]azepin-10-one;Oxcarbazepine Related Compound E;Oxcarbazepine Impurity C;Oxcarbazepine impurity C;Oxcarbazepine impurity C [EP];SCHEMBL4156077;DTXSID80176131;BCP33310;MFCD00101078;AKOS016844914;DS-4698;5H-Dibenzo[b,f]azepine-10(11H)-one;5,11-dihydro-benzo[b][1]benzazepin-6-one;AM20030359;CS-0155930;FT-0666409;FT-0673429;OXCARBAZEPINE IMPURITY C [EP IMPURITY];EN300-1704672;11-HYDRO-10H-DIBENZO(B,F)AZEPIN-10-ONE;A852269;J-014261;Q27281804;Z1509144357;2-azatricyclo[9.4.0.0,3,8]pentadeca-1(15),3,5,7,11,13-hexaen-9-one

Chemical Property of DE(5-carboxamide)oxcarbazepine

Chemical Property:

• Melting Point: 138-140?C
• Boiling Point: 393.3±32.0 °C(Predicted)
• PKA: -0.90±0.20(Predicted)
• PSA: 29.10000
• Density: 1.186±0.06 g/cm3(Predicted)
• LogP: 3.30700
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 209.084063974
• Heavy Atom Count: 16
• Complexity: 276

Purity/Quality:

98%Min ^*data from raw suppliers

10-Oxo-10,11-Dihydro-5H-dibenz[b,f]azepine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2NC3=CC=CC=C3C1=O
• Uses: 10-Oxo-10,11-Dihydro-5H-dibenz[b,f]azepine (cas# 21737-58-6) is a compound useful in organic synthesis.

Technology Process of DE(5-carboxamide)oxcarbazepine

There total 48 articles about DE(5-carboxamide)oxcarbazepine 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: 98.0%

10-methoxy-5H-dibenzo[b,f]azepine (4698-11-7) → 10,11-dihydro-5H-dibenzo[b,f]azepin-10-one (21737-58-6)

Guidance literature:

With sodium hydroxide; In water monomer; at 100 ℃; for 4h;

DOI:10.1021/op049760a

Reference yield: 95.0%

5-(4-methoxy-benzyl)-5,11-dihydro-dibenzo[b,f]azepin-10-one (332081-68-2) → 10,11-dihydro-5H-dibenzo[b,f]azepin-10-one (21737-58-6)

Guidance literature:

With titanium tetrachloride; at -20 ℃;

DOI:10.1016/S0040-4039(00)01981-X

Reference yield: 91.0%

1-(2-aminophenyl)-2-(2-bromophenyll)ethanone (869668-73-5) → 10,11-dihydro-5H-dibenzo[b,f]azepin-10-one (21737-58-6)

Guidance literature:

With palladium diacetate; potassium phosphate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In water; toluene; at 130 ℃; for 5h;

DOI:10.1021/ol051291p

upstream raw materials:

5H-N-benzyl-10,11-dihydrobenzazepin-10-one

5,11-dihydro-5-(2-propen-1-yl)-10H-dibenz[b,f]azepin-10-one

5-(4-methoxy-benzyl)-5,11-dihydro-dibenzo[b,f]azepin-10-one

10,11-dihydro-10-oxo-5H-dibenz[b,f]azepine-5-carboxylic acid methyl ester

Downstream raw materials:

oxcarbazepine

9,10-dihydrodibenzazepine

C₂₆H₁₈N₂

(10S)-10-[(2R)-(acetyloxy)(phenyl)ethanoate]-10,11-dihydro-5H-dibenzo[b,f]azepine-5-carboxamide

Refernces

• 1、 Fuenfschilling, Peter C.,Zaugg, Werner,Beutler, Ulrich,Kaufmann, Daniel,Lohse, Olivier,Mutz, Jean-Paul,Onken, Ulrich,Reber, Jean-Louis,Shenton, David. "A new industrial process for oxcarbazepine". . p. 272 - 277. Retrieved 2005.
• 2、 Yin, Congcong,Dong, Xiu-Qin,Zhang, Xumu. "Iridium/f-Amphol-catalyzed Efficient Asymmetric Hydrogenation of Benzo-fused Cyclic Ketones". supporting information. p. 4319 - 4324. Retrieved 2018/10/15.
• 3、 Kumar, Atul,Bishnoi, Ajay Kumar. "Application of nanoparticle mediated N-arylation of amines for the synthesis of pharmaceutical entities using vit-E analogues as amphiphiles in water". . p. 20516 - 20520. Retrieved 2015/03/30.