3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine supplier

Name
3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine
EINECS 251-301-0
CAS No. 32943-25-2
Article Data15
CAS DataBase
Density 1.197 g/cm³
Solubility
Melting Point 87 °C
Formula C₁₄H₁₂ClN
Boiling Point 347.1 °C at 760 mmHg
Molecular Weight 229.709
Flash Point 163.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 3-Chloro-10,11-dihydro-5H-dibenz[b,f]azepine;3-Chloroiminodibenzyl;
PSA 12.03000
LogP 4.32020

Synthetic route

: 25961-11-9
3-chloro-5-(3-dimethylaminopropyl)-10,11-dihydro-5H-dibenzo(6,5)azepine

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With potassium hydroxide In methanol Heating;	95%
Stage #1: 3-chloro-5-(3-dimethylaminopropyl)-10,11-dihydro-5H-dibenzo(6,5)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; Reagent/catalyst; Temperature; Concentration; chemoselective reaction;	91%
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
With potassium hydroxide In toluene at 85℃; for 6h;

: 39607-90-4
3-chloro-5H-dibenzo[b,f]azepine

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With methanol; magnesium at 50℃; for 1.5h;	95%

: 3-chloro-10,11-dihydro-dibenzo[b,f]azepine-5-carbaldehyde

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With sodium hydroxide In dimethyl sulfoxide at 75℃; for 0.5h; Yield given;

: 89-59-8
4-chloro-2-nitrotoluene

copper-powder: copper-powder

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: N-bromosuccinimide, benzoyl peroxide / CCl4 / 28 h / Heating 2: 5 h / Heating 3: 83 percent / NaH / 1,2-dimethoxy-ethane / 2 h / Heating 4: 82 percent / H2, morpholine / 5 percent Rh/C / ethanol; methanol / 4 h / 18100.2 Torr / Ambient temperature 5: 81 percent / HCOONa / 3 h / Heating 6: K2CO3, Cu, CuBr / dimethylsulfoxide / 3 h / 160 °C 7: 5 N aq. NaOH / dimethylsulfoxide / 0.5 h / 75 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: N-bromosuccinimide, benzoyl peroxide / CCl4 / 28 h / Heating
2: 5 h / Heating
3: 83 percent / NaH / 1,2-dimethoxy-ethane / 2 h / Heating
4: 82 percent / H2, morpholine / 5 percent Rh/C / ethanol; methanol / 4 h / 18100.2 Torr / Ambient temperature
5: 81 percent / HCOONa / 3 h / Heating
6: K2CO3, Cu, CuBr / dimethylsulfoxide / 3 h / 160 °C
7: 5 N aq. NaOH / dimethylsulfoxide / 0.5 h / 75 °C
View Scheme

: 52311-59-8
4-chloro-2-nitrobenzyl bromide

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 5 h / Heating 2: 83 percent / NaH / 1,2-dimethoxy-ethane / 2 h / Heating 3: 82 percent / H2, morpholine / 5 percent Rh/C / ethanol; methanol / 4 h / 18100.2 Torr / Ambient temperature 4: 81 percent / HCOONa / 3 h / Heating 5: K2CO3, Cu, CuBr / dimethylsulfoxide / 3 h / 160 °C 6: 5 N aq. NaOH / dimethylsulfoxide / 0.5 h / 75 °C View Scheme

: 223787-53-9
2-[2-(2-bromo-phenyl)-ethyl]-5-chloro-phenylamine

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 81 percent / HCOONa / 3 h / Heating 2: K2CO3, Cu, CuBr / dimethylsulfoxide / 3 h / 160 °C 3: 5 N aq. NaOH / dimethylsulfoxide / 0.5 h / 75 °C View Scheme

: 1-[(E)-2-(2-Bromo-phenyl)-vinyl]-4-chloro-2-nitro-benzene

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 82 percent / H2, morpholine / 5 percent Rh/C / ethanol; methanol / 4 h / 18100.2 Torr / Ambient temperature 2: 81 percent / HCOONa / 3 h / Heating 3: K2CO3, Cu, CuBr / dimethylsulfoxide / 3 h / 160 °C 4: 5 N aq. NaOH / dimethylsulfoxide / 0.5 h / 75 °C View Scheme

: 52311-60-1
4-chloro-2-nitrobenzylphosphonic acid diethyl ester

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 83 percent / NaH / 1,2-dimethoxy-ethane / 2 h / Heating 2: 82 percent / H2, morpholine / 5 percent Rh/C / ethanol; methanol / 4 h / 18100.2 Torr / Ambient temperature 3: 81 percent / HCOONa / 3 h / Heating 4: K2CO3, Cu, CuBr / dimethylsulfoxide / 3 h / 160 °C 5: 5 N aq. NaOH / dimethylsulfoxide / 0.5 h / 75 °C View Scheme

: 223787-58-4
N-{2-[2-(2-bromo-phenyl)-ethyl]-5-chloro-phenyl}-formamide

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: K2CO3, Cu, CuBr / dimethylsulfoxide / 3 h / 160 °C 2: 5 N aq. NaOH / dimethylsulfoxide / 0.5 h / 75 °C View Scheme

: 84803-67-8
3-amino-5-acetyl-10,11-dihydro-5H-dibenzazepine

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 85 percent / isoamyl nitrite, CuCl2 / acetonitrile / Ambient temperature 2: 95 percent / KOH / methanol / Heating View Scheme

: 17321-77-6
clomipramine hydrochloride

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With horseradish peroxidase type VI; dihydrogen peroxide In water at 25℃; for 11h; Enzymatic reaction;

: 25961-11-9
3-chloro-5-(3-dimethylaminopropyl)-10,11-dihydro-5H-dibenzo(6,5)azepine

A: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

B: 64-17-5
ethanol

C: C16H16ClN

Conditions

Conditions	Yield
With Mo2((1)-H)2(OtBu)6; diphenylsilane In toluene at 111℃; for 25h; Inert atmosphere; Schlenk technique;

...Expand

: 106-39-8
bromochlorobenzene

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: caesium carbonate; triphenylphosphine; palladium diacetate; potassium iodide / N,N-dimethyl-formamide / 46 h / 105 °C / Schlenk technique; Inert atmosphere 2: N,N-dimethyl-formamide / 24 h / 130 °C / Schlenk technique; Inert atmosphere 3: magnesium; methanol / 1.5 h / 50 °C View Scheme

: 615-36-1
2-bromoaniline

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: caesium carbonate; triphenylphosphine; palladium diacetate; potassium iodide / N,N-dimethyl-formamide / 46 h / 105 °C / Schlenk technique; Inert atmosphere 2: N,N-dimethyl-formamide / 24 h / 130 °C / Schlenk technique; Inert atmosphere 3: magnesium; methanol / 1.5 h / 50 °C View Scheme

: C19H16ClN

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 24 h / 130 °C / Schlenk technique; Inert atmosphere 2: magnesium; methanol / 1.5 h / 50 °C View Scheme

: C20H23BClNO2

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With water; sodium hydroxide In tetrahydrofuran at 25℃; for 1h; Inert atmosphere; Schlenk technique; Sealed tube;	0.18 g

: 107-94-8
chloropropionic acid

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: C17H17Cl2N*ClH

Conditions

Conditions	Yield
Stage #1: chloropropionic acid With sodium tetrahydroborate In toluene at 0 - 5℃; Stage #2: 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine With sodium tetrahydroborate In toluene at 25 - 80℃; for 7h; Stage #3: With hydrogenchloride In water; isopropyl alcohol	99%

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 6300-04-5
3-dimethylaminopropionic acid

: 17321-77-6
clomipramine hydrochloride

Conditions

Conditions	Yield
Stage #1: 3-dimethylaminopropionic acid With sodium tetrahydroborate In toluene at 0 - 5℃; Stage #2: 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine With sodium tetrahydroborate In toluene at 25 - 80℃; for 5h; Stage #3: With hydrogenchloride In water; isopropyl alcohol	98%

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 106-95-6
allyl bromide

: 1425793-87-8
3-chloro-5-(prop-2-enyl)-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Stage #1: 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine 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;	97%

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 79-04-9
chloroacetyl chloride

: 726140-60-9
2-chloro-1-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)ethanone

Conditions

Conditions	Yield
In toluene at 100℃; for 1h;	93%
In toluene at 100℃; for 1h;	87%
In toluene for 12h; Heating;	53%
In toluene Heating;

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 591-50-4
iodobenzene

: C20H16ClN

Conditions

Conditions	Yield
With nickel(II) oxide; potassium tert-butylate; triphenylphosphine In tetrahydrofuran at 100℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry;	90%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Reagent/catalyst; Inert atmosphere;	83%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Solvent; Sealed tube; Inert atmosphere;	83%

: 108-86-1
bromobenzene

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: C20H16ClN

Conditions

Conditions	Yield
With nickel(II) oxide; potassium tert-butylate; triphenylphosphine In tetrahydrofuran at 100℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry;	90%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Reagent/catalyst; Inert atmosphere;	86%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Solvent; Sealed tube; Inert atmosphere;	86%

: 22118-09-8
2-bromoacetyl chloride

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 2-bromo-1-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)ethan-1-one

Conditions

Conditions	Yield
In toluene at 100℃; for 1h;	90%

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

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

: 3-chloro-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;	89%

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 106-89-8
epichlorohydrin

: 1423078-41-4
3-chloro-5-(oxiran-2-ylmethyl)-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Stage #1: 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h; Inert atmosphere; Stage #2: epichlorohydrin In tetrahydrofuran; hexane at 20℃; for 23h;	88%
Stage #1: 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine With n-butyllithium at -15 - -10℃; for 0.666667h; Inert atmosphere; Large scale; Stage #2: epichlorohydrin at -25 - -20℃; for 1h; Inert atmosphere; Enzymatic reaction; Large scale; Further stages;	72%

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 625-36-5
2-chloropropionyl chloride

: 3-chloro-1-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propan-1-one

Conditions

Conditions	Yield
In toluene at 100℃; for 4h;	87%
In toluene at 100℃; for 1h;	68%
With sodium hydroxide In methanol; ethyl acetate; toluene	4.0 g (57%)

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 99230-20-3
methanesulfonic acid 4-(tert-butoxycarbonyl-methyl-amino)-butyl ester

: tert-butyl [4-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)butyl]methylcarbamate

Conditions

Conditions	Yield
Stage #1: 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 1h; Stage #2: methanesulfonic acid 4-(tert-butoxycarbonyl-methyl-amino)-butyl ester In N,N-dimethyl-formamide; mineral oil at 0 - 55℃;	86%

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 108-90-7
chlorobenzene

: C20H16ClN

Conditions

Conditions	Yield
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Inert atmosphere;	85%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 80℃; for 18h; Solvent; Sealed tube; Inert atmosphere;	85%

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 53929-74-1
N,N-dimethyl-3-bromopropylamine

: 303-49-1
Clomipramine

Conditions

Conditions	Yield
Stage #1: 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine With sodium hydride In tetrahydrofuran at 110℃; for 2h; Glovebox; Inert atmosphere; Schlenk technique; Stage #2: N,N-dimethyl-3-bromopropylamine In tetrahydrofuran at 110℃; for 22h; Glovebox; Inert atmosphere; Schlenk technique;	66%

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 5394-18-3
2-(4-bromobutyl)isoindoline-1,3-dione

: 2-[4-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)butyl]-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
Stage #1: 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Stage #2: 2-(4-bromobutyl)isoindoline-1,3-dione In N,N-dimethyl-formamide; mineral oil at 55℃; for 4h;	58%

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 273756-96-0
methanesulfonic acid 2-(tert-butoxycarbonyl-methyl-amino)propyl ester

: tert-butyl 3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl(methyl)carbamate

Conditions

Conditions	Yield
Stage #1: 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; for 0.75h; Stage #2: methanesulfonic acid 2-(tert-butoxycarbonyl-methyl-amino)propyl ester In tetrahydrofuran at 75℃; for 5h;	55%

: 773837-37-9
sodium cyanide

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 66834-19-3
3-cyano-iminodibenzyl

Conditions

Conditions	Yield
With nickel(II) bromide trihydrate In 1-methyl-pyrrolidin-2-one at 200℃; for 0.5h; Microwave irradiation;	33%

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 34298-00-5
(1S,9aR)-1-(chloromethyl)octahydro-2H-quinolizine

: 3-Chloro-5-[(1R,9aR)-1-(octahydro-quinolizin-1-yl)methyl]-10,11-dihydro-5H-dibenzo[b,f]azepine; hydrochloride

Conditions

Conditions	Yield
With sodium amide 1.) xylene, reflux, 1 h, 2.) xylene, reflux, 4 h; Yield given. Multistep reaction;

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 23506-89-0
(1S,9aR)-1-(aminomethyl)-(octahydro-2H-quinolizine)

: 3-Chloro-5-[(1S,9aR)-1-(octahydro-quinolizin-1-yl)methyl]-10,11-dihydro-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With sodium amide 1.) xylene, reflux, 1 h, 2.) xylene, reflux, 4 h; Yield given. Multistep reaction;

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 1-(3-chloro-10,11-dihydro-dibenzo[b,f]azepin-5-yl)-2-(octahydro-quinolizin-1-ylmethylsulfanyl)-ethanone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene / Heating 2: ethanol / Heating View Scheme

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 351228-39-2
3-chloro-5-(2-chloroethyl)-10,11-dihydro-5H-dibenz[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 53 percent / toluene / 12 h / Heating 2: 80 percent / NaBH4; BF3*Et2O / tetrahydrofuran / 3 h / 10 - 20 °C View Scheme

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 351228-35-8
2-(2-(3-chloro-10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)ethoxy)ethanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 53 percent / toluene / 12 h / Heating 2.1: 80 percent / NaBH4; BF3*Et2O / tetrahydrofuran / 3 h / 10 - 20 °C 3.1: t-BuOK / 1 h / 50 °C 3.2: 56 percent / tetrahydrofuran / 48 h / 150 °C View Scheme

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: toluene-4-sulfonic acid 2-[2-(3-chloro-10,11-dihydro-dibenzo[b,f]azepin-5-yl)-ethoxy]-ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 53 percent / toluene / 12 h / Heating 2.1: 80 percent / NaBH4; BF3*Et2O / tetrahydrofuran / 3 h / 10 - 20 °C 3.1: t-BuOK / 1 h / 50 °C 3.2: 56 percent / tetrahydrofuran / 48 h / 150 °C 4.1: n-butyllithium / hexane; tetrahydrofuran / 0.25 h / 0 °C 4.2: hexane; tetrahydrofuran / 0.5 h / 20 °C View Scheme

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 1-{2-[2-(3-chloro-10,11-dihydro-dibenzo[b,f]azepin-5-yl)-ethoxy]-ethyl}-piperidine-3-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: 53 percent / toluene / 12 h / Heating 2.1: 80 percent / NaBH4; BF3*Et2O / tetrahydrofuran / 3 h / 10 - 20 °C 3.1: t-BuOK / 1 h / 50 °C 3.2: 56 percent / tetrahydrofuran / 48 h / 150 °C 4.1: n-butyllithium / hexane; tetrahydrofuran / 0.25 h / 0 °C 4.2: hexane; tetrahydrofuran / 0.5 h / 20 °C 5.1: K2CO3 / acetone / 120 h / 20 °C 6.1: aq. NaOH / ethanol / 20 °C View Scheme

Yield

Multi-step reaction with 6 steps
1.1: 53 percent / toluene / 12 h / Heating
2.1: 80 percent / NaBH4; BF3*Et2O / tetrahydrofuran / 3 h / 10 - 20 °C
3.1: t-BuOK / 1 h / 50 °C
3.2: 56 percent / tetrahydrofuran / 48 h / 150 °C
4.1: n-butyllithium / hexane; tetrahydrofuran / 0.25 h / 0 °C
4.2: hexane; tetrahydrofuran / 0.5 h / 20 °C
5.1: K2CO3 / acetone / 120 h / 20 °C
6.1: aq. NaOH / ethanol / 20 °C
View Scheme

: 32943-25-2
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

: 1-{2-[2-(3-chloro-10,11-dihydro-dibenzo[b,f]azepin-5-yl)-ethoxy]-ethyl}-piperidine-3-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 53 percent / toluene / 12 h / Heating 2.1: 80 percent / NaBH4; BF3*Et2O / tetrahydrofuran / 3 h / 10 - 20 °C 3.1: t-BuOK / 1 h / 50 °C 3.2: 56 percent / tetrahydrofuran / 48 h / 150 °C 4.1: n-butyllithium / hexane; tetrahydrofuran / 0.25 h / 0 °C 4.2: hexane; tetrahydrofuran / 0.5 h / 20 °C 5.1: K2CO3 / acetone / 120 h / 20 °C View Scheme

3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine Specification

The 3-Chloroiminodibenzyl is an organic compound with the formula C₁₄H₁₂ClN. The systematic name of this chemical is 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine. With the CAS registry number 32943-25-2 and EINECS 251-301-0, it is also named as 4-Chloro-2,2'-Iminodibenzyl. The product's category is API Intermediates. In addition, this chemical can be used as pharmaceutical intermediate.

The other characteristics of 3-Chloroiminodibenzyl can be summarized as: (1)ACD/LogP: 4.93; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.93; (4)ACD/LogD (pH 7.4): 4.93; (5)ACD/BCF (pH 5.5): 3283.87; (6)ACD/BCF (pH 7.4): 3283.88; (7)ACD/KOC (pH 5.5): 11445.2; (8)ACD/KOC (pH 7.4): 11445.22; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 3.24 Å²; (13)Index of Refraction: 1.611; (14)Molar Refractivity: 66.65 cm³; (15)Molar Volume: 191.7 cm³; (16)Surface Tension: 44.5 dyne/cm; (17)Enthalpy of Vaporization: 59.14 kJ/mol; (18)Vapour Pressure: 5.5E-05 mmHg at 25°C; (19)Exact Mass: 308.235145; (20)MonoIsotopic Mass: 308.235145; (21)Topological Polar Surface Area: 60.7; (22)Heavy Atom Count: 22; (23)Complexity: 452.

People can use the following data to convert to the molecule structure.
1. SMILES:Clc1ccc3c(c1)Nc2ccccc2CC3
2. InChI:InChI=1/C14H12ClN/c15-12-8-7-11-6-5-10-3-1-2-4-13(10)16-14(11)9-12/h1-4,7-9,16H,5-6H2
3. InChIKey:MHUXTOYYIDFXRF-UHFFFAOYAZ
4. Std. InChI:InChI=1S/C14H12ClN/c15-12-8-7-11-6-5-10-3-1-2-4-13(10)16-14(11)9-12/h1-4,7-9,16H,5-6H2
5. Std. InChIKey:MHUXTOYYIDFXRF-UHFFFAOYSA-N

Product Name

3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Synthetic route

3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine Specification

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