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1H-3-Benzazepine,2,3,4,5-tetrahydro-

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Name

1H-3-Benzazepine,2,3,4,5-tetrahydro-

EINECS 807-686-8
CAS No. 4424-20-8 Density 0.981 g/cm3
PSA 12.03000 LogP 1.70360
Solubility N/A Melting Point N/A
Formula C10H13N Boiling Point 258.8 °C at 760 mmHg
Molecular Weight 147.22 Flash Point 114.9 °C
Transport Information N/A Appearance N/A
Safety 23-26-36/37/39-45 Risk Codes 20/21/22-34
Molecular Structure Molecular Structure of 4424-20-8 (2,3,4,5-TETRAHYDRO-1H-BENZO[D]AZEPINE) Hazard Symbols IrritantXi
Synonyms

2,3,4,5-Tetrahydro-1H-3-benzazepine;2,3,4,5-Tetrahydro-1H-benzo[d]azepine;5-Azabenzocycloheptene;

Article Data 18

1H-3-Benzazepine,2,3,4,5-tetrahydro- Synthetic route

130800-04-3

1,2-phenylenebis(ethane-2,1-diyl) dimethanesulfonate

4424-20-8

2,3,4,5-tetrahydro-1H-3-benzazepine

Conditions
ConditionsYield
With ammonia at 90℃; for 3h; Sealed tube;100%
Stage #1: 1,2-phenylenebis(ethane-2,1-diyl) dimethanesulfonate With ammonia In water; acetonitrile at 100℃; under 2068.65 Torr; for 1h;
Stage #2: With hydrogenchloride; water In acetonitrile pH=4;
Stage #3: With sodium hydroxide In diethyl ether; water; acetonitrile pH=14;
81%
With ammonia In ethanol; water at 80℃; for 0.666667h; Microwave;73%
With ammonia In acetonitrile at 100℃; under 2068.65 Torr; for 1h; Autoclave;20%

3-benzyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine

4424-20-8

2,3,4,5-tetrahydro-1H-3-benzazepine

Conditions
ConditionsYield
With hydrogenchloride; palladium 10% on activated carbon In ethanol; water at 20℃; for 48h;95%
215033-43-5

3-formyl-2,3,4,5-tetrahydro-1H-3-benzazepine

4424-20-8

2,3,4,5-tetrahydro-1H-3-benzazepine

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Hydrolysis; Heating;77%
613-73-0

1,2-phenylenediacetonitrile

4424-20-8

2,3,4,5-tetrahydro-1H-3-benzazepine

Conditions
ConditionsYield
With ammonia; hydrogen; nickel In ethanol at 50℃; under 51714.8 Torr; for 24h;60%
With ammonia; hydrogen; Raney Nickel In methanol at 70℃; under 36201.3 Torr; for 48h;47%
In ethanol; dichloromethane35%
613-73-0

1,2-phenylenediacetonitrile

A

4424-20-8

2,3,4,5-tetrahydro-1H-3-benzazepine

B

42988-81-8

2,2'-o-phenylene-bis-ethylamine

Conditions
ConditionsYield
With ethanol; ammonia; nickel under 51485.6 Torr; Hydrogenation;
lactam of/the/ 2-<β-amino-ethyl>-phenylacetic acid

lactam of/the/ 2-<β-amino-ethyl>-phenylacetic acid

4424-20-8

2,3,4,5-tetrahydro-1H-3-benzazepine

Conditions
ConditionsYield
With ethanol; sodium
64-17-5

ethanol

7664-41-7

ammonia

613-73-0

1,2-phenylenediacetonitrile

nickel

nickel

A

4424-20-8

2,3,4,5-tetrahydro-1H-3-benzazepine

B

42988-81-8

2,2'-o-phenylene-bis-ethylamine

Conditions
ConditionsYield
unter Druck.Hydrogenation;
64-04-0

phenethylamine

4424-20-8

2,3,4,5-tetrahydro-1H-3-benzazepine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 63 percent / Na2CO3; NaI; tetrabutylammonium bromide / dioxane / Heating
2: 99 percent / acetic anhydride / 1 h / 60 °C
3: 92 percent / aq. NaIO4 / methanol / 1.5 h / 20 °C
4: 47 percent / TFAA; BF3*Et2O / benzene / 2 h / 20 °C
5: 77 percent / NiCl2*6H2O; NaBH4 / methanol; tetrahydrofuran / 0.33 h / 20 °C
6: 77 percent / aq. NaOH / ethanol / 1 h / Heating
View Scheme
304011-19-6

N-(2-phenylethyl)-2-phenylsulfanylethylamine

4424-20-8

2,3,4,5-tetrahydro-1H-3-benzazepine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 99 percent / acetic anhydride / 1 h / 60 °C
2: 92 percent / aq. NaIO4 / methanol / 1.5 h / 20 °C
3: 47 percent / TFAA; BF3*Et2O / benzene / 2 h / 20 °C
4: 77 percent / NiCl2*6H2O; NaBH4 / methanol; tetrahydrofuran / 0.33 h / 20 °C
5: 77 percent / aq. NaOH / ethanol / 1 h / Heating
View Scheme
304011-24-3

N-(2-phenylethyl)-N-(2-phenylsulfanylethyl)formamide

4424-20-8

2,3,4,5-tetrahydro-1H-3-benzazepine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 92 percent / aq. NaIO4 / methanol / 1.5 h / 20 °C
2: 47 percent / TFAA; BF3*Et2O / benzene / 2 h / 20 °C
3: 77 percent / NiCl2*6H2O; NaBH4 / methanol; tetrahydrofuran / 0.33 h / 20 °C
4: 77 percent / aq. NaOH / ethanol / 1 h / Heating
View Scheme

1H-3-Benzazepine,2,3,4,5-tetrahydro- Specification

The 1H-3-Benzazepine, 2, 3, 4, 5-tetrahydro-, with the CAS registry number of 4424-20-8, is also known as 2, 3, 4, 5-Tetrahydro-1H-benzo[d]azepine. This chemical's molecular formula is C10H13N and molecular weight is 147.22. What's more, its IUPAC name is 2, 3, 4, 5-Tetrahydro-1H-3-benzazepine.

Physical properties about 1H-3-Benzazepine, 2, 3, 4, 5-tetrahydro- are: (1)ACD/LogP: 1.81; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.29; (4)ACD/LogD (pH 7.4): -0.87; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (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: 1.53; (14)Molar Refractivity: 46.38 cm3; (15)Molar Volume: 150 cm3; (16)Surface Tension: 35.5 dyne/cm; (17)Density: 0.981 g/cm3; (18)Flash Point: 114.9 °C; (19)Enthalpy of Vaporization: 49.64 kJ/mol; (20)Boiling Point: 258.8 °C at 760 mmHg; (21)Vapour Pressure: 0.0135 mmHg at 25 °C.

Preparation: this chemical is prepared by 3, 4-Dihydro-2H-naphthalen-1-one oxime. The reaction needs reagent Diisobutyl aluminium hydride and solvent CH2Cl2. The reaction time is 1 hours with reaction temperature of 0 °C. The yield is about 92 %.

Uses: it is used to produce other chemicals. For example, it is used to produce 1-Methyl-2, 3, 4, 5-tetrahydro-1H-benzo[b]azepine. This reaction needs reagent n-Butyllithium. Meanwhile, it needs solvents Tetrahydrofuran and Hexane. Other conditions of this reaction are 1.)THF, Hexane, 0 °C; 2.)12 h, r.t..The yield is about 60 %.

You can still convert the following datas into molecular structure:
(1) SMILES: c1cc2c(cc1)CCNCC2
(2) InChI: InChI=1/C10H13N/c1-2-4-10-6-8-11-7-5-9(10)3-1/h1-4,11H,5-8H2
(3) InChIKey: MWVMYAWMFTVYED-UHFFFAOYAW

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