10,11-Dihydro-5H-dibenzo[b,f]azepine-5-carbonyl chloride

Base Information

• Chemical Name: 10,11-Dihydro-5H-dibenzo[b,f]azepine-5-carbonyl chloride
• CAS No.: 33948-19-5
• Molecular Formula: C15H12ClNO
• Molecular Weight: 257.719
• Hs Code.: 29163990
• European Community (EC) Number: 251-756-5
• DSSTox Substance ID: DTXSID40187566
• Nikkaji Number: J287.833J
• Wikidata: Q72482681
• Mol file: 33948-19-5.mol

Synonyms:33948-19-5;10,11-Dihydro-5H-dibenzo[b,f]azepine-5-carbonyl chloride;Iminodibenzylcarbonyl chloride;5,6-dihydrobenzo[b][1]benzazepine-11-carbonyl chloride;EINECS 251-756-5;5-Chlorocarbonyl-10,11-dihydro-5H-dibenz[b,f]azepine;10,11-Dihydro-5H-dibenz(b,f)azepine-5-carbonyl chloride;10,11-Dihydro-5H-dibenz[b,f]azepine-5-carbonyl Chloride;Iminodibenzyl 5-Carbonyl Chloride;10,11-dihydro-5H-dibenzo(b,f)azepine-5-carbonyl chloride;10,11-Dihydro-dibenz[b,f]azepine-5-carbonyl chloride;5H-Dibenz(b,f)azepine-5-carbonyl chloride, 10,11-dihydro-;5H-Dibenz[b,f]azepine-5-carbonyl chloride, 10,11-dihydro-;5-Chlorcarbonyl-10,11-dihydro-5H-dibenz[b,f]-azepin;SCHEMBL4221958;N-CAPRICACIDN-HEPTYLESTER;10,11-Dihydro-5H-dibenzo[b,f]azepine-5-carbonylChloride;DTXSID40187566;BBL027794;MFCD00012314;STK802323;AKOS005622566;2,2'-Iminodibenzyl-5-carbonyl Chloride;AC-30187;VS-08594;D3565;FT-0627188;D82253;AN-668/25043001;W-106761;10,11-Dihydro-dibenzo[b,f]azepine-5-carbonyl chloride;10,11-dihydro-5H-dibenz[b,f]-azepine-5-carbonyl chloride;10,11-dihydro-5H-dibenzo(b,f)-azepine-5-carbonyl chloride;10,11-dihydro-5H-dibenzo(b,f)azepin-5-carbonyl chloride;10,11-dihydro-5H-dibenz[b,f]-azepine -5-carbonyl chloride;10,11-Dihydro-5H-dibenzo[b,f]azepine-5-carbonyl chloride #;10,11-Dihydro-dibenz[b,f]azepine-5-carbonyl chloride, 97%;2-AZATRICYCLO[9.4.0.0(3),?]PENTADECA-1(11),3(8),4,6,12,14-HEXAENE-2-CARBONYL CHLORIDE

Chemical Property of 10,11-Dihydro-5H-dibenzo[b,f]azepine-5-carbonyl chloride

Chemical Property:

• Appearance/Colour: white to yellowish powder
• Vapor Pressure: 1.58E-06mmHg at 25°C
• Melting Point: 121-124 °C(lit.)
• Refractive Index: 1.628
• Boiling Point: 397.5 °C at 760 mmHg
• PKA: -3.07±0.20(Predicted)
• Flash Point: 194.2 °C
• PSA: 20.31000
• Density: 1.282 g/cm³
• LogP: 4.34710
• Storage Temp.: 2-8°C
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 257.0607417
• Heavy Atom Count: 18
• Complexity: 296

Purity/Quality:

99% ^*data from raw suppliers

Iminodibenzyl 5-carbonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2N(C3=CC=CC=C31)C(=O)Cl
• Uses: Carbamazepine intermediate.

Technology Process of 10,11-Dihydro-5H-dibenzo[b,f]azepine-5-carbonyl chloride

There total 4 articles about 10,11-Dihydro-5H-dibenzo[b,f]azepine-5-carbonyl chloride 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: 90.0%

phosgene (75-44-5) + 9,10-dihydrodibenzazepine (494-19-9) → 10,11-dihydro-dibenzo[b,f]azepine-5-carbonyl chloride (33948-19-5)

Guidance literature:

In toluene; at 90 - 95 ℃; for 3.5h;

DOI:10.1007/BF00758637

Reference yield:

9,10-dihydrodibenzazepine (494-19-9) + bis(trichloromethyl) carbonate (32315-10-9) → 10,11-dihydro-dibenzo[b,f]azepine-5-carbonyl chloride (33948-19-5)

Guidance literature:

With pyridine; In 1,2-dichloro-ethane; at 75 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b01591

Reference yield:

n-butyllithium (109-72-8,29786-93-4) + 6-fluoro-3-[1-(3-hydroxypropyl)-4-piperidinyl]-1,2-benzisoxazole (150332-87-9) → 1-[3-((10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)carbonyloxy)propyl]-4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidine, oxalate + 10,11-dihydro-dibenzo[b,f]azepine-5-carbonyl chloride (33948-19-5)

Guidance literature:

In hexane;

upstream raw materials:

phosgene

9,10-dihydrodibenzazepine

n-butyllithium

6-fluoro-3-[1-(3-hydroxypropyl)-4-piperidinyl]-1,2-benzisoxazole

Downstream raw materials:

9,10-dihydrodibenzazepine

carbamazepin

5H-dibenz[b,f]azepine-5-carbonylchloride

oxcarbazepine

Refernces

• 1、 -. "Method for synthesizing carbamazepine". Paragraph 0008; 0009; 0010. . Retrieved 2018/12/13.
• 2、 Prinz, Helge,Ridder, Ann-Kathrin,Vogel, Kirsten,B?hm, Konrad J.,Ivanov, Igor,Ghasemi, Jahan B.,Aghaee, Elham,Müller, Klaus. "N-heterocyclic (4-phenylpiperazin-1-yl)methanones derived from phenoxazine and phenothiazine as highly potent inhibitors of tubulin polymerization". . p. 749 - 766. Retrieved 2017/02/05.