Product Name

  • Name

    Iminostilbene

  • EINECS 205-970-0
  • CAS No. 256-96-2
  • Article Data40
  • CAS DataBase
  • Density 1.116 g/cm3
  • Solubility dioxane: 50 mg/mL, clear
  • Melting Point 197-201 °C
  • Formula C14H11N
  • Boiling Point 349.1 °C at 760 mmHg
  • Molecular Weight 193.248
  • Flash Point 178.4 °C
  • Transport Information UN 3265 8/PG 2
  • Appearance Yellow to orange-yellow fine powder
  • Safety 26-36/37/39-45-61-27
  • Risk Codes 34-51/53-22-36/37/38
  • Molecular Structure Molecular Structure of 256-96-2 (Iminostilbene)
  • Hazard Symbols CorrosiveC,IrritantXi,DangerousN,HarmfulXn
  • Synonyms 2,2'-Iminostilbene;5-Azadibenzo[a,e]cycloheptatriene;5H-Dibenzo[b,f]azepine;Dibenz[b,f]azepine;NSC 123458;RP 9989;Stilbene, 2,2'-imino-;
  • PSA 12.03000
  • LogP 4.05200

Synthetic route

2-bromostyrene
2039-88-5

2-bromostyrene

2-Chloroaniline
95-51-2

2-Chloroaniline

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; DavePhos In 1,4-dioxane at 110℃; for 6h; Inert atmosphere;99%
N-acetyl iminostilbene
19209-60-0

N-acetyl iminostilbene

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
With triethyl borane; sodium hydroxide In tert-butyl methyl ether at 80℃; for 6h; Inert atmosphere; Sealed tube;99%
Stage #1: N-acetyl iminostilbene With Triethoxysilane; sodium triethylborohydride In tert-butyl methyl ether at 80℃; for 6h;
Stage #2: With hydrogenchloride In tert-butyl methyl ether; water at 20℃; for 1h; chemoselective reaction;		99%
Multi-step reaction with 2 steps
1: potassium hydroxide; triethyl borane / tetrahydrofuran / 24 h / 100 °C / Inert atmosphere; Schlenk technique; Sealed tube
2: sodium hydroxide; water / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube
View Scheme
2-(2-phenylethenyl)benzenamine
13066-19-8

2-(2-phenylethenyl)benzenamine

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
With phosphoric acid at 100 - 300℃; for 2h; Temperature; Reagent/catalyst; Inert atmosphere; Industrial scale;98.9%
9,10-dihydrodibenzazepine
494-19-9

9,10-dihydrodibenzazepine

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
With 1-methyl-2-nitrobenzene; palladium on activated charcoal at 230℃; for 1.5h; Rate constant; Kinetics; Thermodynamic data; var. hydrogen acceptors (also without acceptor); ΔH(excit.), ΔS(excit.); var. temp. and time;98.2%
With oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite In toluene at 120℃; under 9750.98 Torr; for 8h;24%
Stage #1: 9,10-dihydrodibenzazepine With N-Bromosuccinimide
Stage #2: With pyridine
N-benzyl-5H-dibenzoazepine
78943-58-5

N-benzyl-5H-dibenzoazepine

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In methanol at 35 - 40℃; under 1500.15 - 2250.23 Torr; for 5h; Autoclave;97%
5H-N-benzyl-10,11-dihydrobenzazepin-10-one
10464-31-0

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

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen In methanol at 45 - 50℃; under 7500.75 - 9000.9 Torr; for 5h; Autoclave;94.5%
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; methanol / 4 h / 40 - 45 °C
2: 5%-palladium/activated carbon; hydrogen / methanol / 5 h / 35 - 40 °C / 1500.15 - 2250.23 Torr / Autoclave
View Scheme
5H-dibenz[b,f]azepine-5-carbonylchloride
33948-22-0

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

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
In acetonitrile electrolysis (Et4NClO4, Hg-dropelectrode);92%
10-bromo-dibenz[b,f]azepine
75272-34-3

10-bromo-dibenz[b,f]azepine

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
With tetraethylammonium perchlorate In water; N,N-dimethyl-formamide cathode: Hg, working potential: -1.85 V, charge: 2.0-2.1 F/mol, 4-5 h;89%
carbamazepin
298-46-4

carbamazepin

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
With tetraethoxy tellurium(IV) In tetrachloromethane for 3h; Heating;85%
With hydrogenchloride In water for 12h; Reagent/catalyst; Darkness;
With carbon dioxide at 160 - 200℃;
1-phenyl-1H-indole
16096-33-6

1-phenyl-1H-indole

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
With methanesulfonic acid at 90℃; for 7h; Temperature;83.4%
With polyphosphoric acid at 100℃;67%
With PPA at 75 - 85℃; for 55h; Mechanism; substituent effect discussed;43%
With PPA at 75 - 85℃; for 55h;43%
With methanesulfonic acid; phosphorus pentoxide In toluene at 120℃; for 6h;
1,2-Bis(5H-dibenzazepin-5-yl)ethan-1,2-dion
119872-39-8

1,2-Bis(5H-dibenzazepin-5-yl)ethan-1,2-dion

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
In acetonitrile electrolysis (Et4NClO4, Hg-dropelectrode);80%
10,11-dihydro-5H-dibenzo[b,f]azepin-10-ol
4014-77-1

10,11-dihydro-5H-dibenzo[b,f]azepin-10-ol

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 25℃; Dean-Stark; Reflux;78%
5-Propa-1,2-dienyl-5H-dibenzo[b,f]azepine
152700-38-4

5-Propa-1,2-dienyl-5H-dibenzo[b,f]azepine

3,5-Dichloro-2,4,6-trimethyl-benzonitrile N-oxide
13456-86-5

3,5-Dichloro-2,4,6-trimethyl-benzonitrile N-oxide

A

dibenzoazepine
256-96-2

dibenzoazepine

B

5-[3-(3,5-Dichloro-2,4,6-trimethyl-phenyl)-4-methylene-4,5-dihydro-isoxazol-5-yl]-5H-dibenzo[b,f]azepine

5-[3-(3,5-Dichloro-2,4,6-trimethyl-phenyl)-4-methylene-4,5-dihydro-isoxazol-5-yl]-5H-dibenzo[b,f]azepine

5-[(5S,6S)-3,9-Bis-(3,5-dichloro-2,4,6-trimethyl-phenyl)-1,7-dioxa-2,8-diaza-spiro[4.4]nona-2,8-dien-6-yl]-5H-dibenzo[b,f]azepine

5-[(5S,6S)-3,9-Bis-(3,5-dichloro-2,4,6-trimethyl-phenyl)-1,7-dioxa-2,8-diaza-spiro[4.4]nona-2,8-dien-6-yl]-5H-dibenzo[b,f]azepine

Conditions
ConditionsYield
In tetrachloromethane for 2h; Heating;A 48%
B 30%
C 12%
...Expand
bromobenzene
108-86-1

bromobenzene

bicyclo[2.2.1]hepta-2,5-diene
121-46-0

bicyclo[2.2.1]hepta-2,5-diene

2-bromoaniline
615-36-1

2-bromoaniline

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 105 - 130℃; Inert atmosphere;45%
...Expand
N-benzyl-5H-dibenzoazepine
78943-58-5

N-benzyl-5H-dibenzoazepine

A

9-methyl-acridine
611-64-3

9-methyl-acridine

B

dibenzoazepine
256-96-2

dibenzoazepine

C

pyrrolo<3,2,1-jk>carbazole
208-71-9

pyrrolo<3,2,1-jk>carbazole

D

1,1'-(1,2-ethanediyl)bisbenzene
103-29-7

1,1'-(1,2-ethanediyl)bisbenzene

Conditions
ConditionsYield
at 750℃; under 0.04 Torr; for 0.333333h;A 2%
B 20%
C n/a
D n/a
...Expand
ethanol
64-17-5

ethanol

5-Azidocarbonyldibenzazepin
116822-14-1

5-Azidocarbonyldibenzazepin

A

acridine
260-94-6

acridine

B

dibenzoazepine
256-96-2

dibenzoazepine

C

1,2-Dihydrobenzimidazo<1,7-a,b><1>benzazepin-1-on
118794-84-6

1,2-Dihydrobenzimidazo<1,7-a,b><1>benzazepin-1-on

D

5-(N-Ethoxycarbonylamino)-dibenzazepin
118794-86-8

5-(N-Ethoxycarbonylamino)-dibenzazepin

Conditions
ConditionsYield
Mechanism; Product distribution; Irradiation; photolyse reactions with different alcohols and CH3CN as educts to different products, also with other reagents; also thermolysis reactions;A n/a
B n/a
C n/a
D 10%
...Expand
N-methyldibenzazepine
52249-32-8

N-methyldibenzazepine

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
With 5,10,15,20-tetraphenyl-21H,23H-porphine iron(lll) chloride; sodium dithionite; air; tetramethyl ammoniumhydroxide In methanol; dichloromethane; water for 0.333333h; Ambient temperature;170 % Chromat.
9,10-dihydrodibenzazepine
494-19-9

9,10-dihydrodibenzazepine

A

acridine
260-94-6

acridine

B

9-methyl-acridine
611-64-3

9-methyl-acridine

C

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
iron(III) oxide at 550℃; for 1h; Product distribution; selectivity, activity of catalysts, variation of catalyst and temperature;A 20.0 % Chromat.
B 5.9 % Chromat.
C 40.8 % Chromat.
manganese(III) oxide; magnesium oxide; potassium carbonate; tin(IV) oxide at 550℃; for 6h; Title compound not separated from byproducts;
...Expand
diphenylamine-2,2′-dicarboxaldehyde
49579-63-7

diphenylamine-2,2′-dicarboxaldehyde

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
With hydrazine hydrate In acetic acid for 2h; Heating;3.8 g
C34H26N2O2
107185-55-7

C34H26N2O2

A

acridine
260-94-6

acridine

B

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
In ethanol Quantum yield; Irradiation;
C34H28Cl2N2O2
117176-56-4

C34H28Cl2N2O2

A

acridine
260-94-6

acridine

B

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
In ethanol Quantum yield; Irradiation;
9,18-diacetyl-4b,4c,9,13b,13c,18-hexahydro-tetrabenzo[b,f,b',f']cyclobuta[1,2-d;3,4-d']bisazepine
41217-00-9

9,18-diacetyl-4b,4c,9,13b,13c,18-hexahydro-tetrabenzo[b,f,b',f']cyclobuta[1,2-d;3,4-d']bisazepine

A

acridine
260-94-6

acridine

B

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
In ethanol Quantum yield; Irradiation;
9,18-dipropionyl-4b,4c,9,13b,13c,18-hexahydro-tetrabenzo[b,f,b',f']cyclobuta[1,2-d;3,4-d']bisazepine
41217-01-0, 52646-98-7

9,18-dipropionyl-4b,4c,9,13b,13c,18-hexahydro-tetrabenzo[b,f,b',f']cyclobuta[1,2-d;3,4-d']bisazepine

A

acridine
260-94-6

acridine

B

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
In ethanol Quantum yield; Irradiation;
9,18-dibenzoyl-4b,4c,9,13b,13c,18-hexahydro-tetrabenzo[b,f,b',f']cyclobuta[1,2-d;3,4-d']bisazepine
41217-03-2, 52647-00-4

9,18-dibenzoyl-4b,4c,9,13b,13c,18-hexahydro-tetrabenzo[b,f,b',f']cyclobuta[1,2-d;3,4-d']bisazepine

A

acridine
260-94-6

acridine

B

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
In ethanol Quantum yield; Irradiation;
9,10-dihydrodibenzazepine
494-19-9

9,10-dihydrodibenzazepine

1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

A

dibenzoazepine
256-96-2

dibenzoazepine

B

o-toluidine
95-53-4

o-toluidine

Conditions
ConditionsYield
palladium on activated charcoal at 230℃; Kinetics; Rate constant; other hydrogen acceptor, var. temp., var. solvents;
...Expand
9,10-dihydrodibenzazepine
494-19-9

9,10-dihydrodibenzazepine

1,1'-(1,2-ethanediyl)bisbenzene
103-29-7

1,1'-(1,2-ethanediyl)bisbenzene

A

dibenzoazepine
256-96-2

dibenzoazepine

B

(E)-1,2-diphenyl-ethene
103-30-0

(E)-1,2-diphenyl-ethene

Conditions
ConditionsYield
palladium on activated charcoal Kinetics; Rate constant; Thermodynamic data; var. temp, ΔH(excit.), ΔS(excit.);
...Expand
diphenylamine-2,2'-dicarbonyl chloride
32621-46-8

diphenylamine-2,2'-dicarbonyl chloride

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2 / Palladium-Barium sulphate; Quinolin sulphate / xylene / 2.5 h / Heating
2: 3.8 g / Hydrazine hydrate / acetic acid / 2 h / Heating
View Scheme
Vanadox
579-92-0

Vanadox

dibenzoazepine
256-96-2

dibenzoazepine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 11.8 g / Thionyl chloride; Pyridine / 5 h / Heating
2: H2 / Palladium-Barium sulphate; Quinolin sulphate / xylene / 2.5 h / Heating
3: 3.8 g / Hydrazine hydrate / acetic acid / 2 h / Heating
View Scheme
dibenzoazepine
256-96-2

dibenzoazepine

benzyl bromide
100-39-0

benzyl bromide

N-benzyl-5H-dibenzoazepine
78943-58-5

N-benzyl-5H-dibenzoazepine

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water for 48h;100%
In dimethyl sulfoxide for 1.5h;35%
With sodium hydroxide; Aliquat 336 In dichloromethane at 20℃;32%
dibenzoazepine
256-96-2

dibenzoazepine

acetyl chloride
75-36-5

acetyl chloride

N-acetyl iminostilbene
19209-60-0

N-acetyl iminostilbene

Conditions
ConditionsYield
Stage #1: dibenzoazepine With sodium hydride In N,N-dimethyl-formamide; mineral oil Inert atmosphere;
Stage #2: acetyl chloride In N,N-dimethyl-formamide; mineral oil at 23℃; for 1h; Inert atmosphere;		100%
In toluene at 80℃; for 2h; Inert atmosphere;93%
In toluene at 80℃; for 2h; Inert atmosphere;93%
dibenzoazepine
256-96-2

dibenzoazepine

allyl bromide
106-95-6

allyl bromide

5-allyl-5H-dibenzo[b,f]azepine
74074-19-4

5-allyl-5H-dibenzo[b,f]azepine

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water for 48h;100%
Stage #1: dibenzoazepine With tetrabutylammomium bromide; sodium hydroxide In water; toluene at 20℃; for 0.25h;
Stage #2: allyl bromide In water; toluene at 20 - 55℃; for 4h;		95%
In dimethyl sulfoxide for 1.5h;46%
With potassium carbonate In methanol for 5h; Heating;
With sodium hydroxide; N,N-didecyl-N,N-dimethylammonium bromide In toluene at 55℃; for 4h;
dibenzoazepine
256-96-2

dibenzoazepine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-1-(5H-dibenzo[b,f]azepin-5-yl)ethan-1-one
41216-96-0

2-chloro-1-(5H-dibenzo[b,f]azepin-5-yl)ethan-1-one

Conditions
ConditionsYield
With N,N-dimethyl-aniline In tetrahydrofuran for 1h; Heating;100%
In benzene for 3h; Heating;94.3%
In toluene at 90℃; for 4h; Inert atmosphere;88%
With pyridine In acetonitrile at 20℃; for 24h; Acylation;80%
In toluene for 12h; Heating;
dibenzoazepine
256-96-2

dibenzoazepine

3-bromo-9H-carbazole
1592-95-6

3-bromo-9H-carbazole

N-[3-(9H-carbazolyl)]iminostilbene

N-[3-(9H-carbazolyl)]iminostilbene

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 80℃; for 16h; Inert atmosphere;100%
dibenzoazepine
256-96-2

dibenzoazepine

tert-butyl 6-oxohexylcarbamate
80860-42-0

tert-butyl 6-oxohexylcarbamate

(Z)-tert-Butyl 6-(5H-dibenzo[b,f]azepin-5-yl)hexylcarbamate
960129-50-4

(Z)-tert-Butyl 6-(5H-dibenzo[b,f]azepin-5-yl)hexylcarbamate

Conditions
ConditionsYield
With dibutyltin chloride; HSiPh3 In tetrahydrofuran at 20℃;99%
dibenzoazepine
256-96-2

dibenzoazepine

mesitylene-2-carboxylic acid chloride
938-18-1

mesitylene-2-carboxylic acid chloride

5-(2,4,6-trimethylbenzoyl)-5H-dibenz[b,f]azepine

5-(2,4,6-trimethylbenzoyl)-5H-dibenz[b,f]azepine

Conditions
ConditionsYield
Stage #1: dibenzoazepine With potassium hexamethylsilazane In tetrahydrofuran at 0℃; Inert atmosphere;
Stage #2: mesitylene-2-carboxylic acid chloride In tetrahydrofuran at 0 - 23℃; for 1h; Inert atmosphere;		99%
bromobenzene
108-86-1

bromobenzene

dibenzoazepine
256-96-2

dibenzoazepine

N-phenyldibenzazepine
78943-59-6

N-phenyldibenzazepine

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;99%
With nickel(II) oxide; potassium tert-butylate; triphenylphosphine In tetrahydrofuran at 100℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry;85%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Reagent/catalyst; Inert atmosphere;71%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Solvent; Sealed tube; Inert atmosphere;71%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tri-tert-butyl phosphine; sodium t-butanolate In toluene at 110℃; Buchwald-Hartwig Coupling; Inert atmosphere;
dibenzoazepine
256-96-2

dibenzoazepine

2-Bromobiphenyl
2052-07-5

2-Bromobiphenyl

N-(2-biphenyl)iminostilbene

N-(2-biphenyl)iminostilbene

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;99%
dibenzoazepine
256-96-2

dibenzoazepine

o-trifluoromethylphenyl bromide
392-83-6

o-trifluoromethylphenyl bromide

N-[2-(trifluoromethyl)phenyl]iminostilbene

N-[2-(trifluoromethyl)phenyl]iminostilbene

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane for 16h; Inert atmosphere;99%
dibenzoazepine
256-96-2

dibenzoazepine

1-Bromo-4-fluorobenzene
460-00-4

1-Bromo-4-fluorobenzene

5-(4-fluorophenyl)-5H-dibenzo[b,f]azepine
1414856-37-3

5-(4-fluorophenyl)-5H-dibenzo[b,f]azepine

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;99%
5-bromo-1H-indole
10075-50-0

5-bromo-1H-indole

dibenzoazepine
256-96-2

dibenzoazepine

N-(3-indazolyl)iminostilbene

N-(3-indazolyl)iminostilbene

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 80℃; for 16h; Inert atmosphere;99%
dibenzoazepine
256-96-2

dibenzoazepine

hexanoic acid
142-62-1

hexanoic acid

C20H23N*ClH

C20H23N*ClH

Conditions
ConditionsYield
Stage #1: hexanoic acid With sodium tetrahydroborate In toluene at 0 - 5℃;
Stage #2: dibenzoazepine With sodium tetrahydroborate In toluene at 25 - 80℃; for 4h;
Stage #3: With hydrogenchloride In water; isopropyl alcohol		99%
dibenzoazepine
256-96-2

dibenzoazepine

2,2-dichloropropane
594-20-7

2,2-dichloropropane

C17H17N

C17H17N

Conditions
ConditionsYield
Stage #1: dibenzoazepine With C29H35Br2CoN3; zinc dibromide; zinc In tetrahydrofuran at 22℃; for 0.25h; Simmons-Smith Cyclopropanation; Inert atmosphere; Glovebox;
Stage #2: 2,2-dichloropropane In tetrahydrofuran at 22℃; for 24h; Simmons-Smith Cyclopropanation; Inert atmosphere; Glovebox; regioselective reaction;		99%
dibenzoazepine
256-96-2

dibenzoazepine

5-(cyano)dibenzothiophenium triflate

5-(cyano)dibenzothiophenium triflate

5-cyanodibenzazepine
42787-75-7

5-cyanodibenzazepine

Conditions
ConditionsYield
With caesium carbonate In dichloromethane at 20℃; for 6h; Inert atmosphere;99%
dibenzoazepine
256-96-2

dibenzoazepine

sodium isocyanate
917-61-3

sodium isocyanate

carbamazepin
298-46-4

carbamazepin

Conditions
ConditionsYield
In water; acetic acid at 15 - 60℃; for 4h; Product distribution / selectivity;98.8%
In acetic acid at 18 - 60℃; for 5h; Product distribution / selectivity;95.9%
In ethanol; acetic acid at 60 - 80℃; for 1.5h; Product distribution / selectivity;93.7%
dibenzoazepine
256-96-2

dibenzoazepine

benzoyl chloride
98-88-4

benzoyl chloride

(5H-dibenzo[b,f]azepin-5-yl)(phenyl)methanone
41216-97-1

(5H-dibenzo[b,f]azepin-5-yl)(phenyl)methanone

Conditions
ConditionsYield
Stage #1: dibenzoazepine With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 0.25h;
Stage #2: benzoyl chloride In dichloromethane at 20℃; Further stages.;		98%
In benzene96%
In benzene for 3h; Heating;85.6%
dibenzoazepine
256-96-2

dibenzoazepine

2,4,6-trichlorobenzoyl chloride
4136-95-2

2,4,6-trichlorobenzoyl chloride

5-(2,4,6-trichlorobenzoyl)-5H-dibenz[b,f]azepine

5-(2,4,6-trichlorobenzoyl)-5H-dibenz[b,f]azepine

Conditions
ConditionsYield
Stage #1: dibenzoazepine With potassium hexamethylsilazane In tetrahydrofuran at 0℃; Inert atmosphere;
Stage #2: 2,4,6-trichlorobenzoyl chloride In tetrahydrofuran at 0 - 23℃; for 1h; Inert atmosphere;		98%
dibenzoazepine
256-96-2

dibenzoazepine

2-Bromo-m-xylene
576-22-7

2-Bromo-m-xylene

N-(2,6-dimethylphenyl)iminostilbene

N-(2,6-dimethylphenyl)iminostilbene

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;98%
dibenzoazepine
256-96-2

dibenzoazepine

chlorobenzene
108-90-7

chlorobenzene

N-phenyldibenzazepine
78943-59-6

N-phenyldibenzazepine

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;98%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Inert atmosphere;72%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Solvent; Sealed tube; Inert atmosphere;72%
dibenzoazepine
256-96-2

dibenzoazepine

2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

5-(o-tolyl)-5H-dibenzo[b,f]azepine
152019-98-2

5-(o-tolyl)-5H-dibenzo[b,f]azepine

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;98%
dibenzoazepine
256-96-2

dibenzoazepine

9-bromophenanthrene
573-17-1

9-bromophenanthrene

N-(9-phenanthryl)iminostilbene

N-(9-phenanthryl)iminostilbene

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;98%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

dibenzoazepine
256-96-2

dibenzoazepine

5-(4-methoxyphenyl)-5H-dibenzo[b,f]azepine
152019-82-4

5-(4-methoxyphenyl)-5H-dibenzo[b,f]azepine

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;98%
2-bromo-1-benzothiophene
5394-13-8

2-bromo-1-benzothiophene

dibenzoazepine
256-96-2

dibenzoazepine

N-(2-benzothiophenyl)iminostilbene

N-(2-benzothiophenyl)iminostilbene

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 80℃; for 16h; Inert atmosphere;98%
2-chloropyridine
109-09-1

2-chloropyridine

dibenzoazepine
256-96-2

dibenzoazepine

5-(pyridin-2-yl)-5H-dibenzo[b,f]azepine
1385022-02-5

5-(pyridin-2-yl)-5H-dibenzo[b,f]azepine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 1-methyl-2-(2-(dicyclohexylphosphino)phenyl)-1H-benzoimidazole; sodium t-butanolate In toluene at 20 - 135℃; for 24h; Buchwald-Hartwig reaction; Inert atmosphere;97%
dibenzoazepine
256-96-2

dibenzoazepine

2,6-dimethyl-1-chlorobenzene
6781-98-2

2,6-dimethyl-1-chlorobenzene

N-(2,6-dimethylphenyl)iminostilbene

N-(2,6-dimethylphenyl)iminostilbene

Conditions
ConditionsYield
With C30H43O2P*C13H12N(1-)*CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;97%

Iminostilbene Specification

The IUPAC name of this chemical is 11H-benzo[b][1]benzazepine. With the CAS registry number 256-96-2, it is also named as 2,2'-Iminostilbene. The product's categories are Stilbenes (substituted); Heterocyclic Compounds. It is yellow to orange-yellow fine powder which is soluble in acid, alkali, toluene, DMF and pyridine, slightly soluble in alcohol.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 4.11; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.11; (4)ACD/LogD (pH 7.4): 4.11; (5)ACD/BCF (pH 5.5): 785.39; (6)ACD/BCF (pH 7.4): 785.52; (7)ACD/KOC (pH 5.5): 4110.41; (8)ACD/KOC (pH 7.4): 4111.06; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.626; (13)Molar Refractivity: 61.35 cm3; (14)Molar Volume: 173.1 cm3; (15)Polarizability: 24.32×10-24 cm3; (16)Surface Tension: 46 dyne/cm; (17)Enthalpy of Vaporization: 59.36 kJ/mol; (18)Vapour Pressure: 4.81E-05 mmHg at 25°C; (19)Exact Mass: 193.089149; (20)MonoIsotopic Mass: 193.089149; (21)Topological Polar Surface Area: 12; (22)Heavy Atom Count: 15; (23)Complexity: 222.

Preparation of 11H-Benzo[b][1]benzazepine: It can be derived by the elimination of 10,11-Dihydro-5H-dibenzo[b,f]azepine.

Uses of 11H-Benzo[b][1]benzazepine: It is used as pharmaceutical intermediates for the synthesis of specific analgesic and antipsychotic agents. It also can react with 6-bromo-hexanoyl chloride to get 6-bromo-1-dibenzo[b,f]azeπn-5-yl-hexan-1-one. This reaction needs reagent N,N-dimethylaniline and solvent tetrahydrofuran by heating. The reaction time is 1 hours. The yield is 96%.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful if swallowed, but also irritating to eyes, respiratory system and skin. And it can cause burns. What's more, this chemical is toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) Avoid release to the environment. Refer to special instructions / safety data sheets.

People can use the following data to convert to the molecule structure. 
1. SMILES:c3cc2c(\C=C/c1c(cccc1)N2)cc3
2. InChI:InChI=1/C14H11N/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)15-13/h1-10,15H 
3. InChIKey:LCGTWRLJTMHIQZ-UHFFFAOYAN

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