10-Brom-5-chlorcarbonyl-5H-dibenzazepin
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
With tetraethylammonium perchlorate In water; N,N-dimethyl-formamide cathode: Hg, working potential: -1.60 V, charge: 2.0-2.1 F/mol, 4-5 h; | 92% |
10,11-dihydro-dibenzo[b,f]azepine-5-carbonyl chloride
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
With sodium bromate; N-benzyl-N,N,N-triethylammonium chloride; bromine; dibenzoyl peroxide In chlorobenzene at 92 - 97℃; for 8.5h; Temperature; Reagent/catalyst; | 90.5% |
Multi-step reaction with 2 steps 1: Br2 / chlorobenzene / 1.5 h / 145 - 150 °C 2: chlorobenzene / 2 h / 150 - 155 °C View Scheme | |
With bromine In chlorobenzene at 80℃; for 6h; Temperature; Inert atmosphere; |
dibenzoazepine
bis(trichloromethyl) carbonate
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
With pyridine In 1,2-dichloro-ethane at 75℃; for 3h; Inert atmosphere; | 75% |
In toluene | |
With pyridine In ethyl acetate n-hexane; dichloromethane |
trans-10,11-dibromo-10,11-dihydro-5H-dibenzazepine-5-carbonyl chloride
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
In various solvent(s) at 25℃; for 24h; | 65% |
In d7-N,N-dimethylformamide at 25℃; for 24h; Product distribution; variation of reaction solvents, reactant and time; | 65% |
trans-10-bromo-10,11-dihydro-11-hydroxy-5H-dibenzazepine-5-carbonyl chloride
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate; recorcinol In chloroform at 10℃; for 7h; | 50% |
trans-10-bromo-10,11-dihydro-11-hydroxy-5H-dibenzazepine-5-carbonyl chloride
A
5H-dibenz[b,f]azepine-5-carbonylchloride
trans-10,11-dibromo-10,11-dihydro-5H-dibenzazepine-5-carbonyl chloride
Conditions | Yield |
---|---|
With hydrogen bromide In chloroform at 10℃; for 1.5h; Product distribution; variaton of solvents and reactant; | A 35% B 38% |
With hydrogen bromide In chloroform at 10℃; for 1.5h; | A 35% B 38% |
Conditions | Yield |
---|---|
In toluene for 0.5h; | |
In toluene for 5h; | |
In toluene; Petroleum ether; benzene | |
In toluene |
1a,10b-dihydro-6H-dibenzooxirenoazepine-6-carbonyl chloride
A
5H-dibenz[b,f]azepine-5-carbonylchloride
trans-10,11-dibromo-10,11-dihydro-5H-dibenzazepine-5-carbonyl chloride
Conditions | Yield |
---|---|
With hydrogen bromide In chloroform at 10℃; for 3h; |
10-bromo-10,11-dihydro-dibenzo[b,f]azepine-5-carbonyl chloride
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
In chlorobenzene at 150 - 155℃; for 2h; |
1a,10b-dihydro-6H-dibenzooxirenoazepine-6-carbonyl chloride
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 0.55 g / HBr / CHCl3 / 1 h / 10 °C 2: 50 percent / BF3.Et2O, resorcinol / CHCl3 / 7 h / 10 °C View Scheme |
9,10-dihydrodibenzazepine
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 90 percent / toluene / 3.5 h / 90 - 95 °C 2: Br2 / chlorobenzene / 1.5 h / 145 - 150 °C 3: chlorobenzene / 2 h / 150 - 155 °C View Scheme | |
Multi-step reaction with 2 steps 1: chlorobenzene / 5 h / 110 °C 2: bromine / chlorobenzene / 6 h / 80 °C / Inert atmosphere View Scheme |
diphenylamine-2,2'-dicarbonyl chloride
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: H2 / Palladium-Barium sulphate; Quinolin sulphate / xylene / 2.5 h / Heating 2: 3.8 g / Hydrazine hydrate / acetic acid / 2 h / Heating 3: toluene / 0.5 h View Scheme |
diphenylamine-2,2′-dicarboxaldehyde
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 3.8 g / Hydrazine hydrate / acetic acid / 2 h / Heating 2: toluene / 0.5 h View Scheme |
Vanadox
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 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 4: toluene / 0.5 h View Scheme |
2,2'-dinitrobibenzyl
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: hydrogen 2: hydrogenchloride / Heating 3: N-Bromosuccinimide 4: toluene View Scheme |
1-methyl-2-nitrobenzene
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: sodium amide 2: hydrogen 3: hydrogenchloride / Heating 4: N-Bromosuccinimide 5: toluene View Scheme |
2,2'-ethylenedianiline
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: hydrogenchloride / Heating 2: N-Bromosuccinimide 3: toluene View Scheme |
iodobenzene
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium carbonate; copper(l) iodide; S-pyrrolidine-2-carbaldehyde / dimethyl sulfoxide / 24 h / 90 °C 2: polyphosphoric acid / 100 °C 3: triethylamine / toluene / 6 h View Scheme | |
Multi-step reaction with 3 steps 1: potassium carbonate; copper(l) iodide; S-pyrrolidine-2-carbaldehyde / dimethyl sulfoxide / 24 h / 90 °C 2: polyphosphoric acid / 100 °C 3: triethylamine / toluene / 8 h View Scheme |
1-phenyl-1H-indole
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: polyphosphoric acid / 100 °C 2: triethylamine / toluene / 6 h View Scheme | |
Multi-step reaction with 2 steps 1: polyphosphoric acid / 100 °C 2: triethylamine / toluene / 8 h View Scheme | |
Multi-step reaction with 2 steps 1: methanesulfonic acid; phosphorus pentoxide / toluene / 6 h / 120 °C 2: toluene / 2.5 h / Reflux; Inert atmosphere View Scheme |
dibenzoazepine
trichloromethyl chloroformate
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
With triethylamine In toluene for 8h; |
indole
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium carbonate; copper(l) iodide; S-pyrrolidine-2-carbaldehyde / dimethyl sulfoxide / 24 h / 90 °C 2: polyphosphoric acid / 100 °C 3: triethylamine / toluene / 6 h View Scheme | |
Multi-step reaction with 3 steps 1: potassium carbonate; copper(l) iodide; S-pyrrolidine-2-carbaldehyde / dimethyl sulfoxide / 24 h / 90 °C 2: polyphosphoric acid / 100 °C 3: triethylamine / toluene / 8 h View Scheme | |
Multi-step reaction with 3 steps 1: palladium diacetate; tri-tert-butyl phosphine / o-xylene / 110 °C 2: polyphosphoric acid / 100 °C 3: triethylamine / toluene / 6 h View Scheme | |
Multi-step reaction with 3 steps 1: palladium diacetate; tri-tert-butyl phosphine / o-xylene / 110 °C 2: polyphosphoric acid / 100 °C 3: triethylamine / toluene / 8 h View Scheme | |
Multi-step reaction with 3 steps 1: dibutyltin dilaurate / toluene / 12 h / Reflux 2: methanesulfonic acid; phosphorus pentoxide / toluene / 6 h / 120 °C 3: toluene / 2.5 h / Reflux; Inert atmosphere View Scheme |
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium carbonate / water 2: triethylamine / toluene / 6 h View Scheme | |
Multi-step reaction with 2 steps 1: sodium carbonate / water 2: triethylamine / toluene / 8 h View Scheme |
bromobenzene
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: palladium diacetate; tri-tert-butyl phosphine / o-xylene / 110 °C 2: polyphosphoric acid / 100 °C 3: triethylamine / toluene / 6 h View Scheme | |
Multi-step reaction with 3 steps 1: palladium diacetate; tri-tert-butyl phosphine / o-xylene / 110 °C 2: polyphosphoric acid / 100 °C 3: triethylamine / toluene / 8 h View Scheme | |
Multi-step reaction with 3 steps 1: dibutyltin dilaurate / toluene / 12 h / Reflux 2: methanesulfonic acid; phosphorus pentoxide / toluene / 6 h / 120 °C 3: toluene / 2.5 h / Reflux; Inert atmosphere View Scheme |
piperidine
5H-dibenz[b,f]azepine-5-carbonylchloride
N-(2-phenylethyl)-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 94% |
5H-dibenz[b,f]azepine-5-carbonylchloride
dibenzoazepine
Conditions | Yield |
---|---|
In acetonitrile electrolysis (Et4NClO4, Hg-dropelectrode); | 92% |
5H-dibenz[b,f]azepine-5-carbonylchloride
dimethyl amine
N,N-dimethyl-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 88% |
5H-dibenz[b,f]azepine-5-carbonylchloride
diethylamine
N,N-diethyl-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 86% |
5H-dibenz[b,f]azepine-5-carbonylchloride
5-Azidocarbonyldibenzazepin
Conditions | Yield |
---|---|
With sodium azide; tetra-(n-butyl)ammonium iodide In chloroform; water for 30h; Heating; | 85% |
5H-dibenz[b,f]azepine-5-carbonylchloride
5,14-Dichlorcarbonyl-9b,9c,18b,18c-tetrahydrotetrabenzocyclobuta<1,2-d;3,4-d>bisazepin
Conditions | Yield |
---|---|
With benzophenone In acetone for 8h; Irradiation; | 84% |
5H-dibenz[b,f]azepine-5-carbonylchloride
methylamine
5H-dibenzazepine-5-N-methyl carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 84% |
4-phenyl-1-piperazine
5H-dibenz[b,f]azepine-5-carbonylchloride
(5H-dibenzo[b,f]azepin-5-yl)(4-phenylpiperazin-1-yl)methanone
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane | 82% |
4-Methoxyphenethylamine
5H-dibenz[b,f]azepine-5-carbonylchloride
N-(2-(p-methoxyphenyl)ethyl)-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 82% |
5H-dibenz[b,f]azepine-5-carbonylchloride
2,2'-iminobis[ethanol]
N,N-di(2-hydroxyethyl)-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 82% |
pyrrolidine
5H-dibenz[b,f]azepine-5-carbonylchloride
(5H-dibenzo[b,f]azepin-5-yl)(pyrrolidin-1-yl)methanone
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane | 80% |
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 71% |
N,N',N'-trimethylenediamine
5H-dibenz[b,f]azepine-5-carbonylchloride
N-[2-(dimethylamino)ethyl]-N-methyl-5H-dibenzo[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 79% |
5H-dibenz[b,f]azepine-5-carbonylchloride
10-Brom-5-chlorcarbonyl-5H-dibenzazepin
Conditions | Yield |
---|---|
With bromine In chlorobenzene at 165 - 175℃; for 1h; | 78% |
5H-dibenz[b,f]azepine-5-carbonylchloride
10,11-Dibrom-5-chlorcarbonyl-5H-dibenzazepin
Conditions | Yield |
---|---|
With bromine In chlorobenzene at 170℃; | 78% |
cyclohexylamine
5H-dibenz[b,f]azepine-5-carbonylchloride
N-cyclohexyl-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 78% |
phenethylamine
5H-dibenz[b,f]azepine-5-carbonylchloride
N-(2-phenylethyl)-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 78% |
5,10-bis(2-nitrobenzenesulfonyl)-5,10-diaza-1,14-tetradecanediamine
5H-dibenz[b,f]azepine-5-carbonylchloride
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 2h; | 76% |
In dichloromethane at 20℃; |
4-HYDROXYPIPERIDINE
5H-dibenz[b,f]azepine-5-carbonylchloride
5H-dibenz[b,f]azepin-5-yl-(4-hydroxypiperidin-1-yl)-methanone
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 76% |
morpholine
5H-dibenz[b,f]azepine-5-carbonylchloride
5H-dibenz[b,f]azepin-5-yl-4-morpholinyl-methanone
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 75% |
di-n-propylamine
5H-dibenz[b,f]azepine-5-carbonylchloride
N,N-dipropyl-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 74% |
5H-dibenz[b,f]azepine-5-carbonylchloride
aniline
N-phenyl-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In toluene for 2h; Reflux; | 74% |
5H-dibenz[b,f]azepine-5-carbonylchloride
tert-butylamine
N-tert-butyl-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 72% |
5H-dibenz[b,f]azepine-5-carbonylchloride
benzylamine
N-(phenylmethyl)-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 71% |
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; cyclo-octa-1,5-diene In o-xylene for 20h; Inert atmosphere; Reflux; | 70% |
p-hydroxycyclohexylamine
5H-dibenz[b,f]azepine-5-carbonylchloride
N-(4-hydroxycyclohexyl)-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 70% |
5H-dibenz[b,f]azepine-5-carbonylchloride
N-butylamine
N-n-butyl-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 69% |
5H-dibenz[b,f]azepine-5-carbonylchloride
isopropylamine
N-(isopropyl)-5H-dibenz[b,f]azepine-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 67% |
Molecular Structure:
Molecular Formula: C15H10ClNO
Molecular Weight: 255.699
IUPAC Name: Benzo[b][1]benzazepine-11-carbonyl chloride
Synonyms of Dibenz[b,f]azepine-5-carbonyl chloride (CAS NO.33948-22-0): Chlorocarbonyl liminostilben ; Iminostilbene-5-carbonyl chloride ; Iminostilbene carbonyl chloride ; 5-chlorocarbonyl iminostilbene ; 5H-Dibenz[b,f]azepine-5-carbonyl chloride ; 5-(Chlorocarbonyl)-5H-dibenzo[b,f]azepine ; N-Chlorocarbonyliminostilbene
CAS NO: 33948-22-0
Product Categories: Heterocyclic Building Blocks ; N-Containing ; Others
Melting point: 149-153 °C
Index of Refraction: 1.651
Molar Refractivity: 70.99 cm3
Molar Volume: 194.2 cm3
Surface Tension: 52.3 dyne/cm
Density: 1.316 g/cm3
Flash Point: 204 °C
Enthalpy of Vaporization: 66.66 kJ/mol
Boiling Point: 413.7 °C at 760 mmHg
Vapour Pressure: 4.69E-07 mmHg at 25°C
Dibenz[b,f]azepine-5-carbonyl chloride (CAS NO.33948-22-0) is used as a pharmaceutical intermediates, it is also used for the synthesis of Kama West equal drugs.
Hazard Codes of Dibenz[b,f]azepine-5-carbonyl chloride (CAS NO.33948-22-0): C
Risk Statements: 34
R34: Causes burns.
Safety Statements: 26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3261 8/PG 2
WGK Germany: 3
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