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CAS No.: | 79560-20-6 |
---|---|
Name: | 4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenimine |
Article Data: | 9 |
Molecular Structure: | |
Formula: | C17H15Cl2N |
Molecular Weight: | 304.219 |
Synonyms: | N-[4-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine; |
Density: | 1.251 g/cm3 |
Melting Point: | 243-247 °C |
Boiling Point: | 390.529 °C at 760 mmHg |
Flash Point: | 190 °C |
Solubility: | DMSO: ~26 mg/mL |
Appearance: | white to light yellow crystal powder |
Safety: | 22-24/25 |
PSA: | 12.36000 |
LogP: | 5.33800 |
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one
methylamine
N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine
Conditions | Yield |
---|---|
In ethanol at 0℃; Solvent; Heating; Industrial scale; Large scale; | 95% |
With formic acid In methanol | 95% |
With thionyl chloride In tetrahydrofuran at -10 - 20℃; | 93% |
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one
methylamine
N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine
Conditions | Yield |
---|---|
methanesulfonic acid In ethanol at 0 - 70℃; for 4h; | 88% |
methanesulfonic acid In acetonitrile at 0 - 70℃; for 4h; | 88% |
In triethylamine at 0 - 90℃; for 10h; | 87% |
toluene-4-sulfonic acid In triethylamine at 0 - 50℃; for 4h; | 82% |
3,4-dichlorobenzophenone
N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: potassium tert-butoxide / 2-methyl-propan-2-ol / 16 h / Heating 2: 50 percent / 48percent aq. HBr / acetic acid / 36 h / Heating 3: 100 percent / H2 / 5percent Pd/C / ethyl acetate / 24 h / 760 Torr / Ambient temperature 4: SOCl2 / toluene / 1.25 h 5: AlCl3 / CS2 / 16 h / Ambient temperature 6: TiCl4 / toluene / 17 h / Ambient temperature View Scheme |
4-(3,4-dichlorophenyl)-4-phenylbutanoic acid
N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: SOCl2 / toluene / 1.25 h 2: AlCl3 / CS2 / 16 h / Ambient temperature 3: TiCl4 / toluene / 17 h / Ambient temperature View Scheme |
4-(3,4-dichlorophenyl)-4-phenylbut-3-enoic acid
N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 100 percent / H2 / 5percent Pd/C / ethyl acetate / 24 h / 760 Torr / Ambient temperature 2: SOCl2 / toluene / 1.25 h 3: AlCl3 / CS2 / 16 h / Ambient temperature 4: TiCl4 / toluene / 17 h / Ambient temperature View Scheme |
4-(3,4-dichlorophenyl)-4-phenylbutyric acid
N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: AlCl3 / CS2 / 16 h / Ambient temperature 2: TiCl4 / toluene / 17 h / Ambient temperature View Scheme |
3-(ethoxycarbonyl)-4-(3,4-dichlorophenyl)-4-phenylbut-3-enoic acid
N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 50 percent / 48percent aq. HBr / acetic acid / 36 h / Heating 2: 100 percent / H2 / 5percent Pd/C / ethyl acetate / 24 h / 760 Torr / Ambient temperature 3: SOCl2 / toluene / 1.25 h 4: AlCl3 / CS2 / 16 h / Ambient temperature 5: TiCl4 / toluene / 17 h / Ambient temperature View Scheme |
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one
methylamine
A
2,3-dichlorosertraline-imine
B
N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine
Conditions | Yield |
---|---|
methanesulfonic acid In ethanol at 0 - 70℃; for 4h; | |
toluene-4-sulfonic acid at 60℃; under 3750.38 - 7500.75 Torr; for 5h; |
4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one
N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine
Conditions | Yield |
---|---|
With formic acid; methylamine In N,N-dimethyl-formamide |
1,2-dichloro-benzene
N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aluminum (III) chloride 2: ethanol / 0 °C / Heating; Industrial scale; Large scale View Scheme |
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Molecular Structure of 4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenimine (CAS NO.79560-20-6):
Empirical Formula: C17H15Cl2N
Molecular Weight: 304.2137
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 12.36Å2
Index of Refraction: 1.619
Molar Refractivity: 85.315 cm3
Molar Volume: 243.202 cm3
Surface Tension: 41.23 dyne/cm
Density: 1.251 g/cm3
Flash Point: 189.985 °C
Enthalpy of Vaporization: 61.501 kJ/mol
Boiling Point: 390.529 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
Melting point: 243-247°C
Solubility DMSO: ~26 mg/mL
Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
RTECS: QJ0352070
4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenimine , with CAS number of 79560-20-6, can be called methanamine, N-[(1E)-4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]- ; N-[(1E)-4-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine ; N-[(1E)-4-(3,4-Dichlorphenyl)-3,4-dihydronaphthalen-1(2H)-yliden]methanamin . It is a white to light yellow crystal powde.