Iminodibenzyl supplier | CasNO.494-19-9

Name
Iminodibenzyl
EINECS 207-787-1
CAS No. 494-19-9
Article Data34
CAS DataBase
Density 1.085 g/cm³
Solubility
Melting Point 105-108 °C(lit.)
Formula C₁₄H₁₃N
Boiling Point 327.7 °C at 760 mmHg
Molecular Weight 195.264
Flash Point 161.3 °C
Transport Information
Appearance Yellowish to beige crystalline powder
Safety 22-24/25-39-26-36/37/39-27
Risk Codes 36-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 10,11-Dihydro-5H-dibenz[b,f]azepine;10,11-Dihydro-5H-dibenzo[b,f]azepine;10,11-Dihydrodibenz[b,f]azepine;2,2'-Iminobibenzyl;2,2'-Iminodibenzyl;Iminobibenzyl;NSC 72110;
PSA 12.03000
LogP 3.66680

Synthetic route

: 13080-75-6
5-acetyliminodibenzyl

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
With triethyl borane; sodium hydroxide In tert-butyl methyl ether at 80℃; for 6h; Inert atmosphere; Sealed tube;	99%
Stage #1: 5-acetyliminodibenzyl 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 / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube 2: sodium hydroxide; water / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube View Scheme

: 40583-89-9
5-propionyl-10,11-dihydro-5H-dibenzo[b,f]azepine

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
With triethyl borane; sodium hydroxide In tert-butyl methyl ether at 80℃; for 6h; Inert atmosphere; Sealed tube;	99%
Stage #1: 5-propionyl-10,11-dihydro-5H-dibenzo[b,f]azepine 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;	81%
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

: 256-96-2
dibenzoazepine

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
With [Fe3(1,1,1,3,3,3-hexamethyldisilazan-2-ide)4]Fe(η6-toluene); hydrogen at 20℃; under 1425.14 Torr; for 3h; Inert atmosphere; Glovebox; chemoselective reaction;	92%
With tetraethylammonium perchlorate; ammonium chloride In water; N,N-dimethyl-formamide cathodic (Hg, -2.0 V vs. SCE) reduction;	82%

: 256-96-2
dibenzoazepine

A: 611-64-3
9-methyl-acridine

B: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
With iodine; hypophosphorous acid In acetic acid for 24h; Heating;	A 92% B 8%

: 33948-19-5
10,11-dihydro-dibenzo[b,f]azepine-5-carbonyl chloride

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
In acetonitrile electrolysis (Et4NClO4, Hg-dropelectrode);	90%

: 10,11-dihydro-dibenzo[b,f]azepine-5-carboxylic acid prop-2-ynyl ester

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
With benzyltriethylammonium tetrathiomolybdate In acetonitrile at 25℃; for 0.75h; sonicated;	88%

: C18H19NO

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
Stage #1: C18H19NO 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;	87%
With triethyl borane; sodium hydroxide In tert-butyl methyl ether at 80℃; for 6h; Inert atmosphere; Sealed tube;	86%
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

: C14H13Br2N

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
With C55H46N4O4W; potassium carbonate; N-ethyl-N,N-diisopropylamine In acetonitrile for 12h; Inert atmosphere; Irradiation;	68%

: C21H25NO

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
With triethyl borane; sodium hydroxide In tert-butyl methyl ether at 80℃; for 6h; Inert atmosphere; Sealed tube;	67%
Stage #1: C21H25NO 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;	62%
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

: 13080-75-6
5-acetyliminodibenzyl

A: 494-19-9
9,10-dihydrodibenzazepine

B: 40583-88-8
11-ethyliminodibenzyl

C: 64-17-5
ethanol

Conditions

Conditions	Yield
With Mo2((1)-H)2(OtBu)6; diphenylsilane In toluene for 25h; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique; Reflux;	A 62% B 36% C n/a

...Expand

: 773837-37-9
sodium cyanide

: 50-49-7
impramine

A: 494-19-9
9,10-dihydrodibenzazepine

B: 2-((3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl)-(methyl)amino)acetonitrile

C: 2-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-4-(dimethylamino)butanenitrile

Conditions

Conditions	Yield
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; acetic acid In acetonitrile at 20℃; for 24h; Irradiation; Sealed tube;	A 50% B 22% C 23%

...Expand

: 256-96-2
dibenzoazepine

: 64-19-7
acetic acid

A: 611-64-3
9-methyl-acridine

B: 13080-75-6
5-acetyliminodibenzyl

C: 4217-52-1
9-methyl-9,10-dihydroacridine

D: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
With iodine; hypophosphorous acid for 96h; Heating;	A 18% B 9% C 20% D 47%

...Expand

: 55116-09-1
2-bromophenylacetyl chloride

: 62-53-3
aniline

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
Stage #1: aniline With copper(l) iodide; n-butyllithium; tetraethylammonium bromide; triethylamine In tetrahydrofuran at -50℃; for 4h; Inert atmosphere; Stage #2: 2-bromophenylacetyl chloride In tetrahydrofuran at 70℃; for 5h; Inert atmosphere;	45.7%

: 6796-01-6
1-nitro-2-phenethylbenzene

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
With trifluoroacetic acid; zinc	45%

: potassium cyanide

: 50-49-7
impramine

A: 494-19-9
9,10-dihydrodibenzazepine

B: 2-((3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl)-(methyl)amino)acetonitrile

C: 2-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-4-(dimethylamino)butanenitrile

Conditions

Conditions	Yield
With 2-Picolinic acid; iron(III) chloride; tert-Butyl peroxybenzoate; 18-crown-6 ether In acetonitrile at 50℃; for 48h;	A 6% B 35% C 15%

...Expand

: 152700-41-9
5-[3-(3,5-Dichloro-2,4,6-trimethyl-phenyl)-4-methylene-4,5-dihydro-isoxazol-5-yl]-10,11-dihydro-5H-dibenzo[b,f]azepine

A: 494-19-9
9,10-dihydrodibenzazepine

B: 4-Chloromethyl-3-(3,5-dichloro-2,4,6-trimethyl-phenyl)-isoxazole

C: 5-[3-(3,5-Dichloro-2,4,6-trimethyl-phenyl)-isoxazol-(4Z)-ylidenemethyl]-10,11-dihydro-5H-dibenzo[b,f]azepine

D: 4-[3-(3,5-Dichloro-2,4,6-trimethyl-phenyl)-isoxazol-4-ylmethyl]-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With zinc(II) chloride In toluene for 6h; Heating; Further byproducts given;	A 14% B 3% C 33% D 22%

...Expand

: 113-52-0
Imipramine hydrochloride

A: 50-47-5
desipramine

B: 494-19-9
9,10-dihydrodibenzazepine

C: 796-28-1
10-Hydroxyimipramine

Conditions

Conditions	Yield
In water Ambient temperature; M. griseo-cyanus (ATCC 1207a); further microbial agents;	A 10 mg B n/a C n/a

...Expand

: 113-52-0
Imipramine hydrochloride

A: 50-47-5
desipramine

B: 494-19-9
9,10-dihydrodibenzazepine

C: 796-28-1
10-Hydroxyimipramine

D: 303-70-8
2-hydroxyimipramine

Conditions

Conditions	Yield
In water for 480h; Ambient temperature; C. blakesleeana (ATCC 8688a); further microbial agents; Further byproducts given;	A n/a B n/a C 30 mg D 88 mg

...Expand

: 113-52-0
Imipramine hydrochloride

A: 494-19-9
9,10-dihydrodibenzazepine

B: 796-28-1
10-Hydroxyimipramine

C: 303-70-8
2-hydroxyimipramine

D: 6829-98-7
imipramine N-oxide

Conditions

Conditions	Yield
In water; N,N-dimethyl-formamide for 480h; Ambient temperature; C. blakesleeana (ATCC 8688a); further microbial agents; Further byproducts given;	A n/a B 30 mg C 88 mg D n/a

...Expand

: 113-52-0
Imipramine hydrochloride

A: 494-19-9
9,10-dihydrodibenzazepine

B: 6829-98-7
imipramine N-oxide

Conditions

Conditions	Yield
In water; N,N-dimethyl-formamide for 360h; Ambient temperature; F. oxysporum f. sp. cepae (ATCC 11711); further microbial agents;	A 7 mg B n/a
In water for 312h; Ambient temperature; A. flavipes (ATCC 16795); further microbial agents;	A n/a B 112 mg

: 152700-41-9
5-[3-(3,5-Dichloro-2,4,6-trimethyl-phenyl)-4-methylene-4,5-dihydro-isoxazol-5-yl]-10,11-dihydro-5H-dibenzo[b,f]azepine

A: 494-19-9
9,10-dihydrodibenzazepine

B: 3-(3,5-Dichloro-2,4,6-trimethyl-phenyl)-isoxazole-4-carbaldehyde

Conditions

Conditions	Yield
With zinc(II) iodide In toluene for 6h; Heating;

: 5-[3-(3,5-Dichloro-2,4,6-trimethyl-phenyl)-isoxazol-(4Z)-ylidenemethyl]-10,11-dihydro-5H-dibenzo[b,f]azepine

A: 494-19-9
9,10-dihydrodibenzazepine

B: 3-(3,5-Dichloro-2,4,6-trimethyl-phenyl)-isoxazole-4-carbaldehyde

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane for 4h; Heating;

: 256-96-2
dibenzoazepine

: 95-53-4
o-toluidine

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
palladium on activated charcoal at 230℃; Rate constant;

: 34124-14-6
2,2'-ethylenedianiline

hydrochloride of salt of 2.2'-diamino-dibenzyl: hydrochloride of salt of 2.2'-diamino-dibenzyl

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
at 265 - 275℃;

: 113-52-0
Imipramine hydrochloride

A: 494-19-9
9,10-dihydrodibenzazepine

B: Dimethyl-propylidene-ammonium

Conditions

Conditions	Yield
at 280 - 326℃; Kinetics;

: 152700-41-9
5-[3-(3,5-Dichloro-2,4,6-trimethyl-phenyl)-4-methylene-4,5-dihydro-isoxazol-5-yl]-10,11-dihydro-5H-dibenzo[b,f]azepine

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 33 percent / ZnCl2 / toluene / 6 h / Heating 2: aq. HCl / dioxane / 4 h / Heating View Scheme

: 617-20-9
2,2'-diaminostilbene

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: isoamyl alcohol; sodium 2: 265 - 275 °C View Scheme

: 113-52-0
Imipramine hydrochloride

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
With peroxidase from horseradish type VI; dihydrogen peroxide at 37℃; for 1h; pH=7; aq. phosphate buffer; Enzymatic reaction;

: 16968-19-7
2,2'-dinitrobibenzyl

: 494-19-9
9,10-dihydrodibenzazepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogen 2: hydrogenchloride / Heating View Scheme

: 494-19-9
9,10-dihydrodibenzazepine

: 100527-68-2
2,4,6,8-tetrabromoiminodibenzyl

Conditions

Conditions	Yield
With N-Bromosuccinimide; silica gel In dichloromethane at 18℃; for 3h;	100%

: 494-19-9
9,10-dihydrodibenzazepine

: 573-17-1
9-bromophenanthrene

: N-(9-phenanthryl)iminodibenzyl

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;	100%

: 104-92-7
1-bromo-4-methoxy-benzene

: 494-19-9
9,10-dihydrodibenzazepine

: 91222-27-4
5-(4-methoxyphenyl)-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;	100%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Reagent/catalyst; Inert atmosphere;	91%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Solvent; Sealed tube; Inert atmosphere;	91%

: 494-19-9
9,10-dihydrodibenzazepine

: 106-95-6
allyl bromide

: 74074-21-8
5-allyl-10,11-dihydro-5H-dibenzoazepine

Conditions

Conditions	Yield
Stage #1: 9,10-dihydrodibenzazepine With sodium hydride In N,N-dimethyl-formamide for 0.333333h; Inert atmosphere; Stage #2: allyl bromide In N,N-dimethyl-formamide Inert atmosphere;	99%
Stage #1: 9,10-dihydrodibenzazepine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.333333h; Inert atmosphere; Stage #2: allyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Inert atmosphere;	92%
	68%
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water for 72h;	14%

: 494-19-9
9,10-dihydrodibenzazepine

: 623-12-1
4-chloromethoxybenzene

: 91222-27-4
5-(4-methoxyphenyl)-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 1-methyl-2-(2-(dicyclohexylphosphino)phenyl)-1H-benzoimidazole; sodium t-butanolate In toluene at 20 - 135℃; for 20h; Buchwald-Hartwig reaction; Inert atmosphere;	99%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Inert atmosphere;	87%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Solvent; Sealed tube; Inert atmosphere;	87%

: 494-19-9
9,10-dihydrodibenzazepine

: 108-90-7
chlorobenzene

: 78943-60-9
10,11-dihydro-N-phenyldibenzazepine

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;	99%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Inert atmosphere;	80%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Solvent; Sealed tube; Inert atmosphere;	80%

: 494-19-9
9,10-dihydrodibenzazepine

: 256-96-2
dibenzoazepine

Conditions

Conditions	Yield
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

: 494-19-9
9,10-dihydrodibenzazepine

: 62005-48-5
(acetylamino)acetaldehyde dimethyl acetal

: 1262142-12-0
N-(2-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)ethyl)acetamide

Conditions

Conditions	Yield
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; for 2h; Inert atmosphere; chemoselective reaction;	98%

: 494-19-9
9,10-dihydrodibenzazepine

: 95-46-5
2-methylphenyl bromide

: 5-(o-tolyl)-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;	98%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In toluene at 100℃; for 20h; Inert atmosphere; Sealed tube;	81%

: 494-19-9
9,10-dihydrodibenzazepine

: 90-11-9
1-Bromonaphthalene

: N-(1-naphthyl)iminodibenzyl

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;	98%

: 494-19-9
9,10-dihydrodibenzazepine

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

: N-(4-fluorophenyl)iminodibenzyl

Conditions

Conditions	Yield
With C30H43O2PC13H12N(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; Reagent/catalyst; Inert atmosphere;	82%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Solvent; Sealed tube; Inert atmosphere;	82%
With nickel(II) oxide; potassium tert-butylate; triphenylphosphine In tetrahydrofuran at 100℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry;	73%

: 494-19-9
9,10-dihydrodibenzazepine

: 4654-39-1
4-bromophenethanol

: 2-(4-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)phenyl)ethan-1-ol

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 80℃; for 16h; Inert atmosphere;	98%

: 5394-13-8
2-bromo-1-benzothiophene

: 494-19-9
9,10-dihydrodibenzazepine

: N-(2-benzothiophenyl)iminodibenzyl

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 80℃; for 16h; Inert atmosphere;	98%

: 494-19-9
9,10-dihydrodibenzazepine

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

: N-(2,6-dimethylphenyl)iminodibenzyl

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;	97%

: 109-04-6
2-bromo-pyridine

: 494-19-9
9,10-dihydrodibenzazepine

: 5-(pyridin-2-yl)-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;	97%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In toluene at 120℃; for 48h; Inert atmosphere;	75%

: 494-19-9
9,10-dihydrodibenzazepine

: 142-62-1
hexanoic acid

: 5-hexyl-10,11-dihydro-5H-dibenzo[b,f]azepine hydrochloride

Conditions

Conditions	Yield
Stage #1: hexanoic acid With sodium tetrahydroborate In toluene at 0 - 5℃; Stage #2: 9,10-dihydrodibenzazepine With sodium tetrahydroborate In toluene at 25 - 80℃; for 5h; Stage #3: With hydrogenchloride In water; isopropyl alcohol	97%

: 494-19-9
9,10-dihydrodibenzazepine

: 40583-96-8
2,8-dibromo-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With phenyltrimethylammonium tribromide In acetonitrile at 20℃; for 4h; Inert atmosphere;	96%
With N-Bromosuccinimide In chloroform at 0 - 20℃; for 1h; Darkness;	78%
With N-Bromosuccinimide In dichloromethane; N,N-dimethyl-formamide at 20℃; for 1h;	63%
With N-Bromosuccinimide In chloroform at 0 - 25℃; for 2h; Inert atmosphere;	41%
With N-Bromosuccinimide; silica gel In dichloromethane at 18℃; for 0.2h; Yield given;

: 494-19-9
9,10-dihydrodibenzazepine

: 78943-60-9
10,11-dihydro-N-phenyldibenzazepine

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;	96%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Solvent; Sealed tube; Inert atmosphere;	95%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	90%

: 494-19-9
9,10-dihydrodibenzazepine

: N-(2-biphenyl)iminodibenzyl

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;	96%

: 494-19-9
9,10-dihydrodibenzazepine

: 1564-64-3
9-Bromoanthracene

: 5-(anthracen-9-yl)-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;	96%
With tris-(dibenzylideneacetone)dipalladium(0); lithium hexamethyldisilazane; ruphos In 1,4-dioxane at 100℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;	75%

: 10075-50-0
5-bromo-1H-indole

: 494-19-9
9,10-dihydrodibenzazepine

: N-(5-indolyl)iminodibenzyl

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 80℃; for 16h; Inert atmosphere;	96%

: 494-19-9
9,10-dihydrodibenzazepine

: 79-04-9
chloroacetyl chloride

: 3534-05-2
2-chloro-1-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)ethan-1-one

Conditions

Conditions	Yield
In toluene at 90℃; for 4h; Inert atmosphere;	95%
In toluene for 5h; Heating;	53%
In toluene Heating;
With benzene

: 494-19-9
9,10-dihydrodibenzazepine

: 108-24-7
acetic anhydride

: 13080-75-6
5-acetyliminodibenzyl

Conditions

Conditions	Yield
for 3h; Reflux;	95%
With acetic acid at 110℃; for 2h;	84%

: 494-19-9
9,10-dihydrodibenzazepine

: 106-43-4
para-chlorotoluene

: 155162-78-0
5-(4-methylphenyl)-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 1-methyl-2-(2-(dicyclohexylphosphino)phenyl)-1H-benzoimidazole; sodium t-butanolate In toluene at 20 - 135℃; for 20h; Buchwald-Hartwig reaction; Inert atmosphere;	94%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Inert atmosphere;	81%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Solvent; Sealed tube; Inert atmosphere;	81%

: 494-19-9
9,10-dihydrodibenzazepine

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

: N-(2,6-dimethylphenyl)iminodibenzyl

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Reagent/catalyst; Inert atmosphere;	94%

: 494-19-9
9,10-dihydrodibenzazepine

: 392-83-6
o-trifluoromethylphenyl bromide

: N-[2-(trifluoromethyl)phenyl]iminodibenzyl

Conditions

Conditions	Yield
With C30H43O2PC13H12N(1-)CH3O3S(1-)*Pd(2+); lithium hexamethyldisilazane In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;	94%

: 494-19-9
9,10-dihydrodibenzazepine

: 5-(cyano)dibenzothiophenium triflate

: 10,11-dihydro-5H-dibenzo[b,f]azepine-5-carbonitrile

Conditions

Conditions	Yield
With caesium carbonate In dichloromethane at 20℃; for 8h; Inert atmosphere;	94%

: 110-91-8
morpholine

: 50-00-0
formaldehyd

: 494-19-9
9,10-dihydrodibenzazepine

: 64097-61-6
bis(morpholinomethyl)-2,8 dihydro-10,11 5H dibenzoazepine

Conditions

Conditions	Yield
With acetic acid for 30h; Heating;	93%

...Expand

Iminodibenzyl Chemical Properties

Molecular Structure:

Molecular Formula: C₁₄H₁₃N
Molecular Weight: 195.2597
IUPAC Name: 6,11-Dihydro-5H-benzo[b][1]benzazepine
Synonyms of 5H-Dibenz(b,f)azepine, 10,11-dihydro- (CAS NO.494-19-9): 10,11-Dihydro-5-dibenz(b,f)azepine ; 10,11-Dihydro-5H-dibenz(b,f)azepine ; 10,11-Dihydrodibenz(b,f)azepine ; 2,2'-Iminobibenzyl ; 2,2'-Iminodibenzyl ; 5-20-08-00092 (Beilstein Handbook Reference) ; AI3-39165 ; BRN 0152732 ; EINECS 207-787-1 ; Iminobibenzyl ; Iminodibenzyl ; NSC 72110 ; RP 23669
CAS NO: 494-19-9
Classification Code: Skin / Eye Irritant
Melting point: 105-108 °C
Index of Refraction: 1.602
Molar Refractivity: 61.75 cm³
Molar Volume: 179.8 cm³
Surface Tension: 42.6 dyne/cm
Density: 1.085 g/cm³
Flash Point: 161.3 °C
Enthalpy of Vaporization: 57 kJ/mol
Boiling Point: 327.7 °C at 760 mmHg
Vapour Pressure: 0.000199 mmHg at 25°C

Iminodibenzyl Uses

5H-Dibenz(b,f)azepine, 10,11-dihydro- (CAS NO.494-19-9) is the materials for pharmaceutical intermediates. It can be used for the production of analgesic anti-spasm drug amide hydrochloride microphone. It is also used in synthetic lubricants, high-temperature antioxidant.

Iminodibenzyl Production

Derived by o-nitrotoluene with condensation, reduction, cyclization .

Iminodibenzyl Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	320mg/kg (320mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01352,

Iminodibenzyl Consensus Reports

Reported in EPA TSCA Inventory.

Iminodibenzyl Safety Profile

Poison by intravenous route. An eye irritant. When heated to decomposition it emits toxic fumes of NO_x.
Hazard Codes:Xi
Risk Statements:
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements:
22: Do not breathe dust
24: Avoid contact with skin
25: Avoid contact with eyes
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
27: Take off immediately all contaminated clothing28: After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer)
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection

Iminodibenzyl Specification

Stability and Reactivity of 5H-Dibenz(b,f)azepine, 10,11-dihydro- (CAS NO.494-19-9):
Conditions to Avoid:incompatible materials.
Chemical Stability:Stable under normal temperatures and pressures.
Incompatibilities with Other Materials:Strong oxidizing agents.
Hazardous Decomposition Products: irritating and toxic fumes and gases,carbon dioxide,hydrogen bromide,Carbon monoxide,nitrogen oxides.

Product Name

Iminodibenzyl

Synthetic route

Iminodibenzyl Chemical Properties

Iminodibenzyl Uses

Iminodibenzyl Production

Iminodibenzyl Toxicity Data With Reference

Iminodibenzyl Consensus Reports

Iminodibenzyl Safety Profile

Iminodibenzyl Specification

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