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7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

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Name

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

EINECS 1806241-263-5
CAS No. 73942-87-7 Density 1.167 g/cm3
PSA 47.56000 LogP 1.67560
Solubility N/A Melting Point 244.0 to 248.0 °C
Formula C12H13NO3 Boiling Point 455.8 °C at 760 mmHg
Molecular Weight 219.24 Flash Point 229.5 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 73942-87-7 (1,3-Dihydro-7,8-dimethoxy-2H-3-benzazepin-2-one) Hazard Symbols N/A
Synonyms

7,8-Dimethoxy-1,3-dihydro-2H-benzazepin-2-one;2H-3-benzazepin-2-one, 1,3-dihydro-7,8-dimethoxy-;7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one;7,8-Dimethoxy-1,3-dihydro-2H-benzazepin-2-one;

Article Data 18

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one Synthetic route

7,8-dimethoxy-3-(4-methoxybenzyl)-1,3-dihydro-2H-3-benzazepin-2-one

73942-87-7

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

Conditions
ConditionsYield
With trifluoroacetic acid for 8h; Reflux;97%
73954-34-4

N-(2,2-dimethoxy-ethyl)-3,4-dimethoxyphenylacetamide

73942-87-7

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In water at 25℃; for 17h;77.5%
With hydrogenchloride; acetic acid for 17h; Ambient temperature;75%
With hydrogenchloride; acetic acid In water at 20℃; for 8h;61.4%
93-40-3

(3,4-Dimethoxyphenyl)acetic acid

73942-87-7

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 81 percent / thionyl chloride / CH2Cl2 / 1 h / Heating
2: triethylamine / CH2Cl2 / 1 h / Ambient temperature
3: 75 percent / glacial acetic acid, conc. HCl / 17 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol
2: hydrogenchloride; acetic acid / water
View Scheme
Multi-step reaction with 2 steps
1: toluene / 30 h / Reflux
2: hydrogenchloride; sulfuric acid / water / 4 h / 25 - 30 °C / Reflux
View Scheme
Multi-step reaction with 3 steps
1: thionyl chloride / dichloromethane
2: triethylamine / dichloromethane
3: hydrogenchloride; acetic acid
View Scheme
Multi-step reaction with 2 steps
1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
2: phosphorus pentaoxide / methanesulfonic acid / 20 °C / Inert atmosphere
View Scheme
10313-60-7

3,4-dimethoxyphenylacetyl chloride

73942-87-7

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / CH2Cl2 / 1 h / Ambient temperature
2: 75 percent / glacial acetic acid, conc. HCl / 17 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane
2: hydrogenchloride; acetic acid
View Scheme

7,8-dimethoxy-3-(4-methoxybenzyl)-1H-3-benzazepine-2,4(3H,5H)-dione

73942-87-7

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: lithium triethylborohydride / tetrahydrofuran / 1.5 h / -78 °C
1.2: -78 - 20 °C
2.1: trifluoroacetic acid / 8 h / Reflux
View Scheme
85175-49-1

7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepine-2,4-dione

73942-87-7

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium carbonate; potassium iodide / acetonitrile / 27.5 h / 80 °C
2.1: lithium triethylborohydride / tetrahydrofuran / 1.5 h / -78 °C
2.2: -78 - 20 °C
3.1: trifluoroacetic acid / 8 h / Reflux
View Scheme
73942-87-7

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

293732-19-1

(4,5-dimethoxy-2-iodophenyl)methyl bromide

1104967-37-4

3-(2-iodo-4,5-dimethoxybenzyl)-7,8-dimethoxy-1,3-dihydrobenzo[d]azepin-2-one

Conditions
ConditionsYield
Stage #1: 7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one With potassium tert-butylate In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: (4,5-dimethoxy-2-iodophenyl)methyl bromide In N,N-dimethyl-formamide at 20℃; for 2h;
98%
6974-77-2

1-bromo-3-chloro-2-methyl propane

73942-87-7

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

85176-88-1

1-(7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-on-3-yl)-2-methyl-3-chloro-propane

Conditions
ConditionsYield
97.5%
With potassium tert-butylate 1.) DMSO, RT, 30 min, 2.) RT, 30 min; Multistep reaction;
73942-87-7

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

106-89-8

epichlorohydrin

85176-49-4

1-(7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-on-3-yl)-2,3-epoxy-propane

Conditions
ConditionsYield
94.5%
73942-87-7

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one

109-70-6

1,3-chlorobromopropane

85175-59-3

3-(3-chloropropyl)-1,3-dihydro-7,8-dimethoxy-2H-3-benzazepine-2-one

Conditions
ConditionsYield
Stage #1: 7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one With potassium tert-butylate In dimethyl sulfoxide at 25 - 30℃; for 0.5h;
Stage #2: 1.3-chlorobromopropane In dimethyl sulfoxide at 15 - 20℃; for 0.5h; Reagent/catalyst; Time; Temperature; Concentration;
89%
87.3%
Stage #1: 7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one With sodium hydride In N,N-dimethyl-formamide for 0.5h;
Stage #2: 1.3-chlorobromopropane In N,N-dimethyl-formamide at 20℃; for 10.5h;
66.5%

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one Chemical Properties

Molecular Structure of 2H-3-Benzazepin-2-one,1,3-dihydro-7,8-dimethoxy- (CAS NO.73942-87-7):

Empirical Formula: C12H13NO3
Molecular Weight: 219.2365
H bond acceptors: 4
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 38.77 Å2
Index of Refraction: 1.546
Molar Refractivity: 59.47 cm3
Molar Volume: 187.8 cm3
Surface Tension: 39.4 dyne/cm
Density: 1.167 g/cm3
Flash Point: 229.5 °C
Enthalpy of Vaporization: 71.56 kJ/mol
Boiling Point: 455.8 °C at 760 mmHg
Vapour Pressure: 1.7E-08 mmHg at 25°C

7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one Specification

 2H-3-Benzazepin-2-one,1,3-dihydro-7,8-dimethoxy- , with CAS number of 73942-87-7, can be called 1,3-Dihydro-7,8-dimethoxy-2H-3-benzazepin-2-one ; 7,8-dimethoxy-1, 3-dihydro-2H-benzo[d] azepin-2-one ; 7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one .

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