10-Methoxyiminostilbene supplier

Name
10-Methoxyiminostilbene
EINECS 225-172-6
CAS No. 4698-11-7
Article Data19
CAS DataBase
Density 1.19 g/cm³
Solubility
Melting Point 122-128 °C
Formula C₁₅H₁₃NO
Boiling Point 410.8 °C at 760 mmHg
Molecular Weight 223.274
Flash Point 162.5 °C
Transport Information
Appearance Yellowish foam
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 10-Oxo-10,11-dihydro-5H-dibenzo[b,f]azepine-5-carboxamide;10-Methoxy-5H-dibenz(b,f)azepine;
PSA 21.26000
LogP 4.02610

Synthetic route

: 353497-37-7
10-methoxy-5H-dibenz[b,f]azepine-5-carboxylic acid methyl ester

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With sodium hydroxide In various solvent(s) at 100℃; for 4h;	98%
With sodium hydroxide In water	98%
With sodium hydroxide In methanol; water at 105 - 110℃; for 2.5h;	97%

: 731851-94-8
10-methoxy-dibenzo[b,f]azepine-5-carboxylic acid phenyl ester

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With sodium hydroxide In various solvent(s) at 100℃; for 4h;	96%

: 10465-66-4
5-benzyl-10-methoxyiminostilbene

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen at 35 - 40℃; under 1500.15 - 2250.23 Torr; for 5h; Autoclave;	93.5%

: 153261-62-2
5-acetyl-10-methoxy-5H-dibenzazepine

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With potassium hydroxide In ethylene glycol for 5h; Heating;	80%
With triethyl borane; sodium hydroxide In tert-butyl methyl ether at 80℃; for 6h; Inert atmosphere; Sealed tube;	67%
Stage #1: 5-acetyl-10-methoxy-5H-dibenzazepine 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;	59%

: 5-allyl-10-methoxy-5H-dibenzo[b,f]azepine

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide

: 5-formyl-10-bromo-11-methoxy-10,11-dihydro-5H-dibenzo[b,f]azepine

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Stage #1: 5-formyl-10-bromo-11-methoxy-10,11-dihydro-5H-dibenzo[b,f]azepine With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene for 0.5h; Heating / reflux; Stage #2: With Deloxan ASP I/7; potassium hydroxide In toluene Product distribution / selectivity; Heating / reflux;

: 39507-06-7
(2-phenylamino-phenyl)-acetic acid methyl ester

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: pyridine / toluene / 24 h / 50 °C 1.2: pyridine / 22 h / 100 °C 2.1: 90 percent / aq. NaOH / methanol / 24 h / 25 °C 3.1: 70 percent / polyphosphoric acid / 3 h / 95 °C 4.1: 81 percent / p-TsOH / methanol / 5 h / Heating 5.1: 98 percent / aq. NaOH / various solvent(s) / 4 h / 100 °C View Scheme
Multi-step reaction with 6 steps 1: pyridine / toluene / 24 h / 50 °C 2: pyridine / 22 h / 100 °C 3: sodium hydroxide / water; methanol / 24 h / 20 °C 4: polyphosphoric acid / 3 h / 90 - 95 °C 5: water / 0 - 98 °C 6: sodium hydroxide / water; methanol / 2.5 h / 105 - 110 °C View Scheme

: 353497-31-1
10,11-dihydro-10-oxo-5H-dibenz[b,f]azepine-5-carboxylic acid methyl ester

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 81 percent / p-TsOH / methanol / 5 h / Heating 2: 98 percent / aq. NaOH / various solvent(s) / 4 h / 100 °C View Scheme
Multi-step reaction with 2 steps 1: water / 0 - 98 °C 2: sodium hydroxide / water; methanol / 2.5 h / 105 - 110 °C View Scheme

: 805236-74-2
[2-(methoxycarbonyl-phenyl-amino)-phenyl]-acetic acid methyl ester

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 90 percent / aq. NaOH / methanol / 24 h / 25 °C 2: 70 percent / polyphosphoric acid / 3 h / 95 °C 3: 81 percent / p-TsOH / methanol / 5 h / Heating 4: 98 percent / aq. NaOH / various solvent(s) / 4 h / 100 °C View Scheme
Multi-step reaction with 4 steps 1: sodium hydroxide / water; methanol / 24 h / 20 °C 2: polyphosphoric acid / 3 h / 90 - 95 °C 3: water / 0 - 98 °C 4: sodium hydroxide / water; methanol / 2.5 h / 105 - 110 °C View Scheme

: 353497-35-5
2-[(methoxycarbonyl)phenylamino]benzeneacetic acid

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 70 percent / polyphosphoric acid / 3 h / 95 °C 2: 81 percent / p-TsOH / methanol / 5 h / Heating 3: 98 percent / aq. NaOH / various solvent(s) / 4 h / 100 °C View Scheme
Multi-step reaction with 3 steps 1: polyphosphoric acid / 3 h / 90 - 95 °C 2: water / 0 - 98 °C 3: sodium hydroxide / water; methanol / 2.5 h / 105 - 110 °C View Scheme

: 10-oxo-10,11-dihydro-dibenzo[b,f]azepine-5-carboxylic acid phenyl ester

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 99 percent / p-TsOH / methanol / 5 h / 60 °C 2: 96 percent / aq. NaOH / various solvent(s) / 4 h / 100 °C View Scheme

: 54616-47-6
2-bromo-N,N-dimethyl benzamide

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 91 percent / NaOtBu / Pd(OAc)2; rac-BINAP / toluene 2: 82 percent / NaH / dimethylformamide 3: 70 percent / LDA; TMEDA; n-BuLi / tetrahydrofuran; hexane / 1 h / -20 °C 4: p-TsOH / methanol 5: t-BuOK / dimethylsulfoxide View Scheme

: 76041-86-6
2-bromo-N,N-diethylbenzamide

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 88 percent / NaOtBu / Pd(OAc)2; rac-BINAP / toluene 2: 85 percent / NaH / dimethylformamide 3: 72 percent / LDA; TMEDA; n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 4: p-TsOH / methanol 5: t-BuOK / dimethylsulfoxide View Scheme

: 95-53-4
o-toluidine

-thiocarbamide: -thiocarbamide

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 91 percent / NaOtBu / Pd(OAc)2; rac-BINAP / toluene 2: 82 percent / NaH / dimethylformamide 3: 70 percent / LDA; TMEDA; n-BuLi / tetrahydrofuran; hexane / 1 h / -20 °C 4: p-TsOH / methanol 5: t-BuOK / dimethylsulfoxide View Scheme
Multi-step reaction with 5 steps 1: 88 percent / NaOtBu / Pd(OAc)2; rac-BINAP / toluene 2: 85 percent / NaH / dimethylformamide 3: 72 percent / LDA; TMEDA; n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 4: p-TsOH / methanol 5: t-BuOK / dimethylsulfoxide View Scheme

: 353497-28-6
N,N-dimethyl-2-(2-toluidino)benzamide

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 82 percent / NaH / dimethylformamide 2: 70 percent / LDA; TMEDA; n-BuLi / tetrahydrofuran; hexane / 1 h / -20 °C 3: p-TsOH / methanol 4: t-BuOK / dimethylsulfoxide View Scheme

: 332081-70-6
5,11-dihydro-5-(2-propen-1-yl)-10H-dibenz[b,f]azepin-10-one

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: p-TsOH / methanol 2: t-BuOK / dimethylsulfoxide View Scheme

: 1027035-99-9
N,N-diethyl-2-(2-toluidino)benzamide

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 85 percent / NaH / dimethylformamide 2: 72 percent / LDA; TMEDA; n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 3: p-TsOH / methanol 4: t-BuOK / dimethylsulfoxide View Scheme

: 332081-66-0
2-(allyl-o-tolyl-amino)-N,N-dimethyl-benzamide

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 70 percent / LDA; TMEDA; n-BuLi / tetrahydrofuran; hexane / 1 h / -20 °C 2: p-TsOH / methanol 3: t-BuOK / dimethylsulfoxide View Scheme

: 332081-67-1
2-(allyl-o-tolyl-amino)-N,N-diethyl-benzamide

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 72 percent / LDA; TMEDA; n-BuLi / tetrahydrofuran; hexane / 2 h / -20 °C 2: p-TsOH / methanol 3: t-BuOK / dimethylsulfoxide View Scheme

: 66849-39-6
5-acetyl-10,11-epoxy-10,11-dihydro-5H-dibenzazepine

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 67 percent / LiI / CHCl3 / 0.33 h / Heating 2: 90 percent / HCl, MeOH, i-PrOH / 2 h / Heating 3: 80 percent / KOH / ethane-1,2-diol / 5 h / Heating View Scheme

: 19209-60-0
N-acetyl iminostilbene

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 75.1 percent / NaOCl, silica gel / acetonitrile / 1.5 h / Heating 2: 67 percent / LiI / CHCl3 / 0.33 h / Heating 3: 90 percent / HCl, MeOH, i-PrOH / 2 h / Heating 4: 80 percent / KOH / ethane-1,2-diol / 5 h / Heating View Scheme

: 28291-63-6
5-acetyl-10-oxo-10,11-dihydro-5H-dibenzazepine

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / HCl, MeOH, i-PrOH / 2 h / Heating 2: 80 percent / KOH / ethane-1,2-diol / 5 h / Heating View Scheme

: 67-56-1
methanol

: 40421-03-2
10,11-dibromo-10,11-dihydro-5H-dibenzo[b,f]azepine-5-carbonyl chloride

: 124-41-4
sodium methylate

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Stage #1: methanol; 10,11-dibromo-10,11-dihydro-5H-dibenzo[b,f]azepine-5-carbonyl chloride; sodium methylate at 30 - 55℃; for 0.75 - 1h; Stage #2: methanol; sodium methylate at 30 - 93℃; for 12 - 16h; Product distribution / selectivity;

...Expand

: 866874-00-2
methyl 10-bromo-dibenz[b,f]azepine-5-carbamate

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With sodium methylate at 20 - 93℃; for 12 - 16h; Product distribution / selectivity;

: C16H14ClNO3

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: pyridine / 22 h / 100 °C 2: sodium hydroxide / water; methanol / 24 h / 20 °C 3: polyphosphoric acid / 3 h / 90 - 95 °C 4: water / 0 - 98 °C 5: sodium hydroxide / water; methanol / 2.5 h / 105 - 110 °C View Scheme

: 3335-98-6
1-phenyl-1,3-dihydro-indol-2-one

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium hydroxide / tetrahydrofuran / 5 h / 67 °C 1.2: 2 h / -10 °C 2.1: polyphosphoric acid / 3 h / 90 - 95 °C 3.1: water / 0 - 98 °C 4.1: sodium hydroxide / water; methanol / 2.5 h / 105 - 110 °C View Scheme
Multi-step reaction with 4 steps 1.1: sodium hydroxide / tetrahydrofuran / 5 h / 67 °C 1.2: 2 h / -40 °C 2.1: polyphosphoric acid / 3 h / 90 - 95 °C 3.1: water / 0 - 98 °C 4.1: sodium hydroxide / water; methanol / 2.5 h / 105 - 110 °C View Scheme
Multi-step reaction with 7 steps 1.1: sodium hydroxide / water; ethanol / 1 h / 50 °C 1.2: 4 h / 20 °C 2.1: pyridine / toluene / 24 h / 50 °C 3.1: pyridine / 22 h / 100 °C 4.1: sodium hydroxide / water; methanol / 24 h / 20 °C 5.1: polyphosphoric acid / 3 h / 90 - 95 °C 6.1: water / 0 - 98 °C 7.1: sodium hydroxide / water; methanol / 2.5 h / 105 - 110 °C View Scheme

: 2042-37-7
o-cyanobromobenzene

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 95 - 100 °C 2.1: sodium ethanolate / 2-methyltetrahydrofuran / 4 h / 50 - 60 °C 2.2: 3 h / 80 - 85 °C 3.1: potassium carbonate / methanol / 4 h / 95 - 100 °C / Autoclave 4.1: 5%-palladium/activated carbon; hydrogen / 5 h / 35 - 40 °C / 1500.15 - 2250.23 Torr / Autoclave View Scheme

: 118671-07-1
2-<(phenylmethyl)amino>benzeneacetonitrile

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 95 - 100 °C 2.1: sodium ethanolate / 2-methyltetrahydrofuran / 4 h / 50 - 60 °C 2.2: 3 h / 80 - 85 °C 3.1: potassium carbonate / methanol / 4 h / 95 - 100 °C / Autoclave 4.1: 5%-palladium/activated carbon; hydrogen / 5 h / 35 - 40 °C / 1500.15 - 2250.23 Torr / Autoclave View Scheme

: N-benzyl-N-2′-cyanophenyl-2-aminophenylacetonitrile

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium ethanolate / 2-methyltetrahydrofuran / 4 h / 50 - 60 °C 1.2: 3 h / 80 - 85 °C 2.1: potassium carbonate / methanol / 4 h / 95 - 100 °C / Autoclave 3.1: 5%-palladium/activated carbon; hydrogen / 5 h / 35 - 40 °C / 1500.15 - 2250.23 Torr / Autoclave View Scheme

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 79-04-9
chloroacetyl chloride

: 5-(chloroacetyl)-10-methoxy-5H-dibenz[b,f]azepine

Conditions

Conditions	Yield
With N,N-dimethyl-aniline In tetrahydrofuran for 1h; Heating;	100%

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 122-01-0
4-chloro-benzoyl chloride

: 5-(4-chlorobenzoyl)-10-methoxy-5H-dibenz[b,f]azepine

Conditions

Conditions	Yield
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine With potassium hexamethylsilazane In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: 4-chloro-benzoyl chloride In tetrahydrofuran at 0 - 23℃; for 1h; Inert atmosphere;	100%

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 21737-58-6
10,11-dihydro-5H-dibenzo[b,f]azepin-10-one

Conditions

Conditions	Yield
With sodium hydroxide In water at 100℃; for 4h;	98%
With hydrogenchloride; water In acetone at 20℃; for 1 - 1.5h;	97%
With hydrogenchloride In isopropyl alcohol at 25 - 65℃; for 3.25h;	93%
With hydrogenchloride In water; isopropyl alcohol at 25 - 65℃;	85.4%

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 75-36-5
acetyl chloride

: 153261-62-2
5-acetyl-10-methoxy-5H-dibenzazepine

Conditions

Conditions	Yield
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine 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;	96%

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

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

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

Conditions

Conditions	Yield
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine 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;	96%

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

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

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

Conditions

Conditions	Yield
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine 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;	95%

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 106-95-6
allyl bromide

: 332081-70-6
5,11-dihydro-5-(2-propen-1-yl)-10H-dibenz[b,f]azepin-10-one

Conditions

Conditions	Yield
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h; Stage #2: allyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 4h; Stage #3: With hydrogenchloride In water; N,N-dimethyl-formamide; mineral oil for 1h;	94%

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 32315-10-9
bis(trichloromethyl) carbonate

: 28721-09-7
10-methoxy-5H-dibenz[b,f]azepine-5-carboxamide

Conditions

Conditions	Yield
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine; bis(trichloromethyl) carbonate With triethylamine In toluene at 10 - 15℃; for 6h; Stage #2: With ammonia In water; toluene at 20℃; for 1h;	85%

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 32315-10-9
bis(trichloromethyl) carbonate

: 28721-08-6
10-methoxyiminostilbene carbonyl chloride

Conditions

Conditions	Yield
With 2,3-Dimethylaniline In chloroform at 0 - 10℃; for 6h; Product distribution / selectivity;	82%
With triethylamine In chloroform at 0 - 30℃; for 10 - 14h; Product distribution / selectivity;	80%
With triethylamine In 1,2-dichloro-ethane at 0 - 20℃; for 16h;	57%

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 917-61-3
sodium isocyanate

: 28721-07-5
oxcarbazepine

Conditions

Conditions	Yield
With hydrogenchloride	80%
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine; sodium isocyanate With water; Pyridine hydrobromide In toluene at 22℃; for 7 - 8h; Stage #2: With hydrogenchloride In water; toluene at 55 - 89℃; for 3 - 4h; Heating / reflux;	44%
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine; sodium isocyanate With water; quinoline hydrochloride In toluene at 20℃; for 18h; Stage #2: With hydrogenchloride In water; toluene at 89℃; for 2h; Heating / reflux;	35%
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine; sodium isocyanate With acetic acid at 25 - 35℃; for 1.33333 - 1.5h; Stage #2: With sulfuric acid; water at 33 - 35℃; for 1 - 2h;

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 232951-82-5
9-fluorenylmethoxycarbonyl isocyanate

: 28721-09-7
10-methoxy-5H-dibenz[b,f]azepine-5-carboxamide

Conditions

Conditions	Yield
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine; 9-fluorenylmethoxycarbonyl isocyanate In dichloromethane at 20℃; for 16h; Inert atmosphere; Stage #2: With piperidine In dichloromethane Inert atmosphere;	80%

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 32315-10-9
bis(trichloromethyl) carbonate

: 28721-07-5
oxcarbazepine

Conditions

Conditions	Yield
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine; bis(trichloromethyl) carbonate With triethylamine In toluene at 10 - 15℃; for 6h; Stage #2: With ammonia In water; toluene at 20℃; for 1h; Stage #3: With formic acid; water for 1h; Product distribution / selectivity; Heating / reflux;	76.6%
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine; bis(trichloromethyl) carbonate With pyridine In toluene at 10 - 15℃; for 6h; Stage #2: With ammonia In water; toluene at 20℃; for 1h; Stage #3: With sulfuric acid; water for 1h; Product distribution / selectivity; Heating / reflux;	72.7%
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine; bis(trichloromethyl) carbonate With triethylamine In dichloromethane Heating / reflux; Stage #2: With ammonia In dichloromethane; water at 20℃; for 1h; Stage #3: With sulfuric acid; water for 1h; Product distribution / selectivity; Heating / reflux;	68.7%
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine; bis(trichloromethyl) carbonate With 1,4-diaza-bicyclo[2.2.2]octane In toluene at 10 - 15℃; for 6h; Stage #2: With ammonia In water; toluene at 20℃; for 1h; Stage #3: With formic acid; water for 1h; Product distribution / selectivity; Heating / reflux;	67.3%
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine; bis(trichloromethyl) carbonate With triethylamine In toluene at 10 - 15℃; for 2 - 6h; Stage #2: With ammonia In water; toluene at 20℃; for 1h; Stage #3: With sulfuric acid; water for 1h; Product distribution / selectivity; Heating / reflux;	64%

: 108-86-1
bromobenzene

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: C21H17NO

Conditions

Conditions	Yield
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 100℃; for 18h; Reagent/catalyst; Inert atmosphere;	69%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 100℃; for 18h; Solvent; Sealed tube; Inert atmosphere;	69%
With nickel(II) oxide; potassium tert-butylate; triphenylphosphine In tetrahydrofuran at 120℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry;	63%

: 591-50-4
iodobenzene

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: C21H17NO

Conditions

Conditions	Yield
With potassium tert-butylate; copper(II) oxide In N,N-dimethyl-formamide at 100℃; for 18h; Solvent; Sealed tube; Inert atmosphere;	64%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 100℃; for 18h; Reagent/catalyst; Inert atmosphere;	63%
With nickel(II) oxide; potassium tert-butylate; triphenylphosphine In tetrahydrofuran at 120℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry;	57%

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 108-90-7
chlorobenzene

: C21H17NO

Conditions

Conditions	Yield
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 100℃; for 18h; Inert atmosphere;	59%
With potassium tert-butylate; copper(II) oxide In dimethyl sulfoxide at 100℃; for 18h; Solvent; Sealed tube; Inert atmosphere;	59%

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 199915-38-3
9-fluorenylmethoxycarbonyl isothiocyanate

: 10-methoxy-5H-dibenz[b,f]azepine-5-carbothioamide

Conditions

Conditions	Yield
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine; 9-fluorenylmethoxycarbonyl isothiocyanate In dichloromethane at 80℃; for 24h; Inert atmosphere; Stage #2: With piperidine In dichloromethane	57%

: 108-86-1
bromobenzene

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 5-(4-bromophenyl)-10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 8h; Inert atmosphere; Reflux;	54%

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 917-61-3
sodium isocyanate

: 28721-09-7
10-methoxy-5H-dibenz[b,f]azepine-5-carboxamide

Conditions

Conditions	Yield
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine; sodium isocyanate With pyridinium p-toluenesulfonate In acetonitrile at 20℃; for 4h; Stage #2: With water In acetonitrile at 20℃; for 0.25h;	50%
With acetic acid at 25℃; for 7h;
Stage #1: 10-methoxy-5H-dibenzo[b,f]azepine; sodium isocyanate With Pyridine hydrobromide In toluene at 22℃; for 7 - 8h; Stage #2: With water In toluene for 0.25h;

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 589-87-7
1,4-bromoiodobenzene

: 5-(4-bromophenyl)-10-methoxy-5H-dibenzo[b,f]azepine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 8h; Buchwald-Hartwig Coupling; Reflux; Inert atmosphere;	50%

: 4698-11-7
10-methoxy-5H-dibenzo[b,f]azepine

: 28721-07-5
oxcarbazepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: AcOH / 7 h / 25 °C 2: H2SO4 / 17 h / 25 °C View Scheme
With hydrogenchloride; benzoic acid In water; toluene
With sulfuric acid In water; toluene
Multi-step reaction with 2 steps 1: acetic acid / 6.17 h / 20 - 45 °C / Inert atmosphere 2: hydrogenchloride / water; acetone / 2 h / 40 °C View Scheme

10-Methoxyiminostilbene Chemical Properties

Molecular Structure of 10-Methoxy-5H-dibenz(b,f)azepine (CAS NO.4698-11-7):

Molecular Formula: C₁₅H₁₃NO
Molecular Weight: 223.2698
IUPAC Name: 6-Methoxy-11H-benzo[b][1]benzazepine
Synonyms of 10-Methoxy-5H-dibenz(b,f)azepine (CAS NO.4698-11-7): EINECS 225-172-6 ; 10-Methoxyiminostilbene ; 10-Methoxy-2,2'-iminostilbene
CAS NO: 4698-11-7
Product Categories: Stilbenes (substituted) ; Aromatics Compounds ; Aromatics ; Heterocycles
Melting point: 122-128°C
Index of Refraction: 1.651
Molar Refractivity: 68.37 cm³
Molar Volume: 187 cm³
Surface Tension: 49.8 dyne/cm
Density: 1.19 g/cm³
Flash Point: 162.5 °C
Enthalpy of Vaporization: 66.32 kJ/mol
Boiling Point: 410.8 °C at 760 mmHg
Vapour Pressure of 10-Methoxy-5H-dibenz(b,f)azepine (CAS NO.4698-11-7): 5.86E-07 mmHg at 25°C

10-Methoxyiminostilbene Uses

10-Methoxy-5H-dibenz(b,f)azepine (CAS NO.4698-11-7) is used as Drug Oxcarbazepine.

Product Name

10-Methoxyiminostilbene

Synthetic route

10-Methoxyiminostilbene Chemical Properties

10-Methoxyiminostilbene Uses

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