7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
With hydrogenchloride In water at 50℃; for 3h; Reagent/catalyst; Temperature; | 90.3% |
7-chloro-1-(4-methylbenzenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
Stage #1: 7-chloro-1-(4-methylbenzenesulfonyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one With sulfuric acid In water at 0 - 10℃; for 2.5h; Stage #2: With sodium hydroxide In water | 89% |
With PPA at 80 - 100℃; for 1.5h; detosylation; | 81% |
With PPA at 100℃; |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
With formic acid at 150℃; for 3h; | 88.1% |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
With 1,3-dimethylbarbituric acid; palladium diacetate; triphenylphosphine In dichloromethane at 35℃; for 8h; Inert atmosphere; | 88% |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
With sulfuric acid at 50℃; for 2h; Temperature; | 84.6% |
Multi-step reaction with 2 steps 1: sulfuric acid / 2 h / 40 °C 2: hydrogenchloride / water / 3 h / 50 °C View Scheme |
4-chlorobenzenesulfonyl chloride
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 85 percent / pyridine / 20 °C 2.1: 94 percent / K2CO3 / dimethylformamide / 4 h / 120 °C 3.1: t-BuOK / toluene / 0.5 h / Heating 3.2: 60 percent / conc. HCl / acetic acid / 5 h / Heating 4.1: 81 percent / polyphosphoric acid / 1.5 h / 80 - 100 °C View Scheme |
5-chloro-2-nitrobenzoic acid
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: 100 percent / K2CO3 / acetone / 0.5 h / Heating 2.1: SnCl2*2H2O; conc. HCl / ethanol / 20 °C 3.1: 85 percent / pyridine / 20 °C 4.1: 94 percent / K2CO3 / dimethylformamide / 4 h / 120 °C 5.1: t-BuOK / toluene / 0.5 h / Heating 5.2: 60 percent / conc. HCl / acetic acid / 5 h / Heating 6.1: 81 percent / polyphosphoric acid / 1.5 h / 80 - 100 °C View Scheme |
methyl 5-chloro-2-nitrobenzoate
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: SnCl2*2H2O; conc. HCl / ethanol / 20 °C 2.1: 85 percent / pyridine / 20 °C 3.1: 94 percent / K2CO3 / dimethylformamide / 4 h / 120 °C 4.1: t-BuOK / toluene / 0.5 h / Heating 4.2: 60 percent / conc. HCl / acetic acid / 5 h / Heating 5.1: 81 percent / polyphosphoric acid / 1.5 h / 80 - 100 °C View Scheme |
N-p-toluenesulfonyl-5-chloro-anthranilic acid methyl ester
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 94 percent / K2CO3 / dimethylformamide / 4 h / 120 °C 2.1: t-BuOK / toluene / 0.5 h / Heating 2.2: 60 percent / conc. HCl / acetic acid / 5 h / Heating 3.1: 81 percent / polyphosphoric acid / 1.5 h / 80 - 100 °C View Scheme |
methyl 5-chloro-2-[N-(3-ethoxycarbonyl)propyl-N-p-toluenesulfonyl]aminobenzoate
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: t-BuOK / toluene / 0.5 h / Heating 1.2: 60 percent / conc. HCl / acetic acid / 5 h / Heating 2.1: 81 percent / polyphosphoric acid / 1.5 h / 80 - 100 °C View Scheme |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
Stage #1: ethyl 7-chloro-5-oxo-1-p-toluenesulfonyl-2,3,4,5-tetrahydro-1H-1-benzazepine-4-carboxylate With sulfuric acid In water at 75℃; for 2h; Stage #2: With sodium hydroxide In water pH=7.5 - 8; | |
Stage #1: ethyl 7-chloro-5-oxo-1-p-toluenesulfonyl-2,3,4,5-tetrahydro-1H-1-benzazepine-4-carboxylate With sulfuric acid; water at 75℃; for 2h; Stage #2: With sodium hydroxide In water at 20℃; pH=7.5 - 8.0; | 160 g |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 5,5-dimethyl-1,3-cyclohexadiene / 18 h / 175 °C / Sealed tube 2: sulfuric acid / water / 11 h / 90 °C 3: 1,3-dimethylbarbituric acid; palladium diacetate; triphenylphosphine / dichloromethane / 8 h / 35 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: 5,5-dimethyl-1,3-cyclohexadiene / 18 h / 175 °C 2.1: sulfuric acid / water / 11 h / 90 °C 3.1: 1,3-dimethylbarbituric acid; palladium diacetate; triphenylphosphine / dichloromethane / 8 h / Inert atmosphere; Reflux 3.2: Cooling with ice 4.1: sodium hydrogencarbonate / water View Scheme |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid / water / 11 h / 90 °C 2: 1,3-dimethylbarbituric acid; palladium diacetate; triphenylphosphine / dichloromethane / 8 h / 35 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: sulfuric acid / water / 11 h / 90 °C 2.1: 1,3-dimethylbarbituric acid; palladium diacetate; triphenylphosphine / dichloromethane / 8 h / Inert atmosphere; Reflux 2.2: Cooling with ice 3.1: sodium hydrogencarbonate / water View Scheme |
5-chloro-2-fluorobenzaldehyde
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: potassium carbonate / water; acetonitrile / 72 h / Reflux 2: 5,5-dimethyl-1,3-cyclohexadiene / 18 h / 175 °C / Sealed tube 3: sulfuric acid / water / 11 h / 90 °C 4: 1,3-dimethylbarbituric acid; palladium diacetate; triphenylphosphine / dichloromethane / 8 h / 35 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 5 steps 1.1: potassium carbonate / acetonitrile; water / 60 h / Reflux 2.1: 5,5-dimethyl-1,3-cyclohexadiene / 18 h / 175 °C 3.1: sulfuric acid / water / 11 h / 90 °C 4.1: 1,3-dimethylbarbituric acid; palladium diacetate; triphenylphosphine / dichloromethane / 8 h / Inert atmosphere; Reflux 4.2: Cooling with ice 5.1: sodium hydrogencarbonate / water View Scheme |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water | 745 mg |
2-methyl-4-nitrobenzoyl chloride
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
1-(4-nitro-2-methylbenzoyl)-7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
Stage #1: 7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one With magnesium hydroxide In acetonitrile at 10℃; for 0.5h; Stage #2: 2-methyl-4-nitrobenzoyl chloride In acetonitrile for 5h; | 95% |
With sodium hydroxide In acetonitrile at 20℃; for 1h; | 73% |
With triethylamine In dichloromethane at 20℃; for 2h; Acylation; | 32% |
carbon monoxide
2-bromo-5-nitrotoluene
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
1-(4-nitro-2-methylbenzoyl)-7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate; triphenylphosphine In water; N,N-dimethyl-formamide at 120℃; under 22502.3 Torr; for 8h; Temperature; Pressure; Autoclave; | 92.7% |
2-methoxy-4-nitrobenzoyl chloride
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
7-chloro-1-(2-methoxy-4-nitrobenzoyl)-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
With pyridine Acylation; | 92% |
Conditions | Yield |
---|---|
With triethylamine In ethanol for 15h; Reflux; | 90.4% |
3-chloro-4-nitro-benzoic acid chloride
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
7-chloro-1-(3-chloro-4-nitrobenzoyl)-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 2h; Acylation; | 89% |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
1-bromo-3-propanol
Conditions | Yield |
---|---|
With potassium hydrogencarbonate In N,N-dimethyl-formamide for 12h; Reflux; | 87.9% |
carbon monoxide
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
2-bromo-5-(2-methylbenzoylamino)toluene
MOP-21826
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; palladium diacetate In N,N-dimethyl-formamide at 125℃; for 3h; | 85% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium diacetate; triphenylphosphine In N,N-dimethyl-formamide at 20 - 125℃; for 3h; | 85% |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
7-chloro-2,3,4,5-tetrahydro-1H-benzo[b]azepine
Conditions | Yield |
---|---|
With hydrazine hydrate; potassium hydroxide In 1,2-dimethoxyethane at 160℃; for 4h; | 77% |
carbon monoxide
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
2-bromo-5-(2-methylbenzoylamino)toluene
A
MOP-21826
B
2-methyl-4-(2-methylbenzoylamino)benzoic acid
Conditions | Yield |
---|---|
With cesium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; palladium diacetate In N,N-dimethyl-formamide Heating; | A n/a B 75% |
4-nitro-benzoyl chloride
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
7-chloro-1-(4-nitrobenzoyl)-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 2h; Acylation; | 57% |
2-chloro-4-nitrobenzoyl chloride
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
7-chloro-1-(2-chloro-4-nitrobenzoyl)-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 2h; Acylation; | 57% |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
Conditions | Yield |
---|---|
With C19H29N4Ru(1+)*C24H20B(1-); potassium hydroxide In isopropyl alcohol at 80℃; for 2h; Inert atmosphere; Schlenk technique; | 56% |
3-methoxy-4-nitrobenzoic acid chloride
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
7-chloro-1-(3-methoxy-4-nitrobenzoyl)-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 2h; Acylation; | 31% |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
tolvaptan
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 32 percent / Et3N / CH2Cl2 / 2 h / 20 °C 2: 39 percent / SnCl2*2H2O; conc. HCl / ethanol / 20 °C 3: 53 percent / Et3N / CH2Cl2 / 1.5 h / 20 °C 4: 30 percent / NaBH4 / methanol / 1 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium hydrogencarbonate / dichloromethane; water / pH 7 - 8 2.1: tin(ll) chloride / methanol / 16 h / 20 °C 3.1: sodium hydrogencarbonate / dichloromethane / 0 - 5 °C / pH 7 - 8 4.1: sodium tetrahydroborate; methanol / 1 h / 20 °C 4.2: pH 6 - 7 View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium hydrogencarbonate / water; dichloromethane / 0 - 5 °C / pH 7.0 - 8.0 2.1: tin(IV) chloride / methanol / 16 h / 20 °C 3.1: sodium hydrogencarbonate / water; dichloromethane / 0 - 5 °C / pH 7.0 - 8.0 4.1: sodium tetrahydroborate / methanol / 1 h / 20 °C 4.2: pH 6.0 - 7.0 View Scheme | |
Multi-step reaction with 4 steps 1: potassium carbonate; triphenylphosphine; palladium diacetate / N,N-dimethyl-formamide; water / 8 h / 120 °C / 22502.3 Torr / Autoclave 2: iron; ammonium chloride / water; methanol / 6 h / 35 - 40 °C 3: pyridine / dichloromethane / 2 h / 0 - 10 °C 4: sodium tetrahydroborate; methanol / 1 h / 15 - 30 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: magnesium hydroxide / acetonitrile / 0.5 h / 10 °C 1.2: 5 h 2.1: methanol; tin(II) chloride dihdyrate / 23 h / 10 °C 3.1: magnesium hydroxide / dichloromethane; water / 0.5 h / 10 °C 3.2: 3 h 4.1: sodium tetrahydroborate; methanol / 1 h View Scheme |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
1-(4-aminobenzoyl)-7-chloro-5-methoxy-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 57 percent / Et3N / CH2Cl2 / 2 h / 20 °C 2: 99 percent / NaBH4 / methanol / 1 h / 20 °C 3: 71 percent / NaH / dimethylformamide / 1 h / 20 °C 4: 93 percent / SnCl2*2H2O; conc. HCl / ethanol / 20 °C View Scheme |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
7-chloro-5-methoxy-1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 57 percent / Et3N / CH2Cl2 / 2 h / 20 °C 2: 99 percent / NaBH4 / methanol / 1 h / 20 °C 3: 71 percent / NaH / dimethylformamide / 1 h / 20 °C View Scheme |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
1-(4-aminobenzoyl)-7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 57 percent / Et3N / CH2Cl2 / 2 h / 20 °C 2: 66 percent / conc. HCl; H2 / PtO2 / acetic acid / 760 Torr View Scheme |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
7-chloro-5-hydroxy-1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 57 percent / Et3N / CH2Cl2 / 2 h / 20 °C 2: 99 percent / NaBH4 / methanol / 1 h / 20 °C View Scheme |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
1-(4-amino-2-methylbenzoyl)-7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 32 percent / Et3N / CH2Cl2 / 2 h / 20 °C 2: 39 percent / SnCl2*2H2O; conc. HCl / ethanol / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / dichloromethane; water / pH 7 - 8 2: tin(ll) chloride / methanol / 16 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / water; dichloromethane / 0 - 5 °C / pH 7.0 - 8.0 2: tin(IV) chloride / methanol / 16 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate; triphenylphosphine; palladium diacetate / N,N-dimethyl-formamide; water / 8 h / 120 °C / 22502.3 Torr / Autoclave 2: iron; ammonium chloride / water; methanol / 6 h / 35 - 40 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: magnesium hydroxide / acetonitrile / 0.5 h / 10 °C 1.2: 5 h 2.1: methanol; tin(II) chloride dihdyrate / 23 h / 10 °C View Scheme |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
1-(4-amino-3-chlorobenzoyl)-7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 89 percent / Et3N / CH2Cl2 / 2 h / 20 °C 2: 86 percent / SnCl2*2H2O; conc. HCl / ethanol / 20 °C View Scheme |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
1-(4-amino-2-methoxybenzoyl)-7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 92 percent / pyridine 2: 89 percent / SnCl2*2H2O; conc. HCl / ethanol / 20 °C View Scheme |
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one
1-(4-amino-3-methoxybenzoyl)-7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 31 percent / Et3N / CH2Cl2 / 2 h / 20 °C 2: 83 percent / conc. HCl; H2 / PtO2 / acetic acid / 760 Torr View Scheme |
The CAS register number of 7-Chloro-1,2,3,4-tetrahydrobenzo[b]azepin-5-one is 160129-45-3. It also can be called as 5H-1-Benzazepin-5-one,7-chloro-1,2,3,4-tetrahydro- and the systematic name about this chemical is 7-chloro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-one. The molecular formula about this chemical is C10H10ClNO and the molecular weight is 195.65.
Physical properties about 7-Chloro-1,2,3,4-tetrahydrobenzo[b]azepin-5-one are: (1)ACD/LogP: 3.85; (2)ACD/LogD (pH 5.5): 3.85; (3)ACD/LogD (pH 7.4): 3.85; (4)ACD/BCF (pH 5.5): 493.5; (5)ACD/BCF (pH 7.4): 493.85; (6)ACD/KOC (pH 5.5): 2946.92; (7)ACD/KOC (pH 7.4): 2949.02; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)Polar Surface Area: 29.1Å2; (11)Index of Refraction: 1.562; (12)Molar Refractivity: 51.41 cm3; (13)Molar Volume: 158.4 cm3; (14)Polarizability: 20.38x10-24cm3; (15)Surface Tension: 41.8 dyne/cm; (16)Enthalpy of Vaporization: 60.18 kJ/mol; (17)Boiling Point: 356.5 °C at 760 mmHg; (18)Vapour Pressure: 2.9E-05 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: Clc1ccc2NCCCC(=O)c2c1
(2)InChI: InChI=1/C10H10ClNO/c11-7-3-4-9-8(6-7)10(13)2-1-5-12-9/h3-4,6,12H,1-2,5H2
(3)InChIKey: AHESNFIUAHTYGS-UHFFFAOYAE
(4)Std. InChI: InChI=1S/C10H10ClNO/c11-7-3-4-9-8(6-7)10(13)2-1-5-12-9/h3-4,6,12H,1-2,5H2
(5)Std. InChIKey: AHESNFIUAHTYGS-UHFFFAOYSA-N
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View