20011-90-9

Basic information

• Product Name: 5H,7H-Dibenzo[b,d]azepin-6-one
• Synonyms: 5H,7H-Dibenzo[b,d]azepin-6-one;5,7-Dihydro-6H-dibenz[b,d]azepin-6-one;6H-Dibenz[b,d]azepin-6-one, 5,7-dihydro-;5H,7H-Dibenzo[b,d]azepin-6-one-3;5,7-dihydro-6H-dibenzo[b,d]azepin-6-one
• CAS NO: 20011-90-9
• Molecular Formula: C₁₄H₁₁NO
• Molecular Weight: 209.24324
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 20011-90-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 452.8°C at 760 mmHg
• Flash Point: 269.8°C
• Appearance: /
• Density: 1.186g/cm³
• Vapor Pressure: 2.18E-08mmHg at 25°C
• Refractive Index: 1.619
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• CAS DataBase Reference: 5H,7H-Dibenzo[b,d]azepin-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5H,7H-Dibenzo[b,d]azepin-6-one(20011-90-9)
• EPA Substance Registry System: 5H,7H-Dibenzo[b,d]azepin-6-one(20011-90-9)

Safety Data

• Hazardous Substances Data: 20011-90-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 675, 1955 DOI: 10.1021/ja01608a040

InChI:InChI=1/C14H11NO/c16-14-9-10-5-1-2-6-11(10)12-7-3-4-8-13(12)15-14/h1-8H,9H2,(H,15,16)

Upstream product

• 23088-28-0 N-([1,1'-biphenyl]-2-yl)-2-chloroacetamide 
• 57486-69-8 methyl 2-(2-bromophenyl)acetate 
• 191171-55-8 2-anilineboronic acid pinacol ester 
• 1203-41-4 2-(2-methylphenyl)aniline 
• 1440427-23-5 N-(2'-methyl-[1,1'-biphenyl]-2-yl)pivalamide 
• 540803-89-2 2-(2-iodophenyl)-N-phenylacetamide 
• 591-50-4 iodobenzene 
• 13663-57-5 N,2'-diphenylacetohydroxamic acid 
• 71237-36-0 2'-nitrobiphenyl acid chloride 
• 17294-89-2 2'-nitro-biphenyl-2-carboxylic acid 
• 683277-82-9 (2'-azido-biphenyl-2-yl)-acetic acid 
• 683277-81-8 (2'-azido-biphenyl-2-yl)-acetonitrile 
• 615-36-1 2-bromoaniline 
• 40400-15-5 2-(2-iodophenyl)acetonitrile 

Downstream Products

• 847926-88-9 (S)-7-amino-5H-dibenzo[b,d]azepin-6(7H)-one 
• 847926-45-8 7-amino-5-(4-methoxybenzyl)-5H dibenzo[b,d]azepin-6(7H)-one 
• 847926-44-7 5-(4-methoxybenzyl)-5H-dibenzo[b,d]azepin-6(7H)-one 
• 111-25-1 1-bromo-hexane 
• 209984-97-4 5-amino-7-phenbutyl-5,7-dihydro-6H-dibenz[b,d]azepin-6-one 
• 209994-99-0 7-(L-alaninyl)-amino-5-methyl-5,7-dihydro-6H-dibenz[b,d]azepin-6-one 
• 209984-31-6 7-methyl-5-oximo-5,7-dihydro-6H-dibenz[b,d]azepin-6-one 
• 213024-76-1 7-amino-5-methyl-5H-dibenzo[b,d]azepin-6(7H)-one hydrochloride 
• 209984-30-5 N-methyl-5H-dibenzo[b,d]azepin-6(7H)-one 

Relevant articles and documents

Atropisomeric properties of 7-, 8-, and 9-membered-ring dibenzolactams: Conformation, thermal stability, and chemical reactivity

The atropisomeric enantiomers of 7-, 8-, and 9-membered-ring dibenzolactams were separated by using chiral HPLC, and their stereochemistries were clarified by using X-ray crystallographic analysis. The atropisomers showed high stereochemical stability with the 8-membered ring being the most stable. In 7- and 8-membered dibenzolactams, highly stereoselective C7-methylation proceeded from the lower side of the ring to provide the products with a C7-methyl group in the pseudoaxial orientation, which converted to thermodynamically more stable isomers with the pseudoequatorial C7-methyl group. In 9-membered dibenzolactam, C7-methylation occurred from the opposite (upper) side of the ring to provide a thermodynamically stable product with the pseudoequatorial C7-methyl group.

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Crystallization-Induced Dynamic Resolution toward the Synthesis of (S)-7-Amino-5H,7H-dibenzo[b,d]-azepin-6-one: An Important Scaffold for γ-Secretase Inhibitors

An enantioselective synthesis of (S)-7-amino-5H,7H-dibenzo[b,d]azepin-6-one (S-1) is described. The key step in the sequence involved crystallization-induced dynamic resolution (CIDR) of compound 7 using Boc-d-phenylalanine as a chiral resolving agent and

Potassium tert-butoxide mediated synthesis of phenanthridinone

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