Product Name

  • Name

    N-METHYLPHENETHYLAMINE

  • EINECS 209-632-3
  • CAS No. 589-08-2
  • Article Data87
  • CAS DataBase
  • Density 0.93 g/mL at 25 °C(lit.)
  • Solubility
  • Melting Point 0.93oC
  • Formula C9H13N
  • Boiling Point 201.739 °C at 760 mmHg
  • Molecular Weight 135.209
  • Flash Point 73.889 °C
  • Transport Information UN 2735 8/PG 3
  • Appearance clear colorless to light yellow liquid
  • Safety 26-36/37/39-45-61-39
  • Risk Codes 34-42/43-52/53-41-22
  • Molecular Structure Molecular Structure of 589-08-2 (N-METHYLPHENETHYLAMINE)
  • Hazard Symbols CorrosiveC,HarmfulXn
  • Synonyms Phenethylamine,N-methyl- (8CI);(2-(Methylamino)ethyl)benzene;(2-Phenylethyl)methylamine;N-(Phenylethyl)methylamine;N-Methyl-2-phenylethanamine;N-Methyl-N-(2-phenylethyl)amine;N-Methyl-b-phenethylamine;N-Methyl-b-phenylethylamine;N-Methylbenzeneethanamine;N-Methylphenethylamine;N-Phenethylmethylamine;
  • PSA 12.03000
  • LogP 1.83940

Synthetic route

N-butylamine
109-73-9

N-butylamine

3-methyl-2-(N-methylphenethylamino)benzothiazolium toluene-p-sulphonate

3-methyl-2-(N-methylphenethylamino)benzothiazolium toluene-p-sulphonate

A

butyl-(3-methyl-3H-benzothiazol-2-ylidene)-amine
70038-63-0

butyl-(3-methyl-3H-benzothiazol-2-ylidene)-amine

B

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
In dichloromethane at 25℃; for 3h;A 95%
B 85%
N-methyl-N-(2-phenethyl)-4-methylbenzenesulfonamide
25566-59-0

N-methyl-N-(2-phenethyl)-4-methylbenzenesulfonamide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With sodium tetrahydroborate; methoxybenzene In ethanol Irradiation; other reducing agent;91%
With sodium tetrahydroborate; methoxybenzene In ethanol for 1h; Product distribution; Quantum yield; Irradiation; other solvents, reagents, reagents ratio;91%
With sodium tetrahydroborate; methoxybenzene In ethanol Mechanism; Rate constant; Quantum yield; Irradiation; effect of other reducing agents, other electron donors, other solvent;91%
With hydrogenchloride at 180℃; Hydrolysis;
With tetrabutylammonium perchlorate In N,N-dimethyl-formamide various p-tolylsulfonamides, investigation of the deprotection by cathodic cleveage;
2-phenylethyl mesylate
20020-27-3

2-phenylethyl mesylate

methylamine
74-89-5

methylamine

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
Stage #1: 2-phenylethyl mesylate; methylamine In methanol; water at 140℃; under 15514.9 Torr; for 0.166667h; Flow reactor;
Stage #2: With potassium hydroxide In water Solvent;
90%
N-methyl-N-(2-phenethyl)-4-methylbenzenesulfonamide
25566-59-0

N-methyl-N-(2-phenethyl)-4-methylbenzenesulfonamide

A

p-toluene sulfinic acid
536-57-2

p-toluene sulfinic acid

C

methyl p-toluene sulfinate
672-78-6

methyl p-toluene sulfinate

D

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With sodium tetrahydroborate; 1,5-dimethoxynaphthalene In ethanol Irradiation;A 71%
B n/a
C n/a
D 89%
phenylacetaldehyde
122-78-1

phenylacetaldehyde

methylamine
74-89-5

methylamine

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
Stage #1: phenylacetaldehyde; methylamine With titanium(IV) isopropylate In methanol at 20℃; for 5h;
Stage #2: With sodium tetrahydroborate In methanol at 20℃; for 2h;
88%
With alkali durch Reduktion des Kondensationsprodukts mit Natrium und Alkohol;
With formic acid; N-terminal His6-tagged formate dehydrogenase from Candida boidinii; Rs-amine dehydrogenase (originating from the enzyme engineeringof phenylalanine dehydrogenases from Rhodococcus sp. M4); NAD In aq. buffer at 30℃; for 48h; pH=8.5; Enzymatic reaction;
2-oxo-2-phenylethyl methyl(phenethyl)carbamate

2-oxo-2-phenylethyl methyl(phenethyl)carbamate

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 16h; Sealed tube; Irradiation; Inert atmosphere;87%
N-methylphenylacetamide
6830-82-6

N-methylphenylacetamide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With sodium tetrahydroborate; bromine In 1,2-dimethoxyethane at -10 - 20℃; for 48h;82%
With hydrogenchloride; arsenic(III) trioxide at 35 - 40℃; Electrolysis.an Bleikathoden;
With antimony pentoxide; sulfuric acid Electrolysis.an Bleikathoden;
N,N-dimethyl-4-((methyl(phenethyl)amino)methyl)aniline
415929-57-6

N,N-dimethyl-4-((methyl(phenethyl)amino)methyl)aniline

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With water; trifluoroacetic acid In acetonitrile at 120℃; for 5h; Sealed tube;75%
methanol
67-56-1

methanol

phenethyl azide
6926-44-9

phenethyl azide

A

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

B

N,N-dimethylphenethylamine
1126-71-2

N,N-dimethylphenethylamine

Conditions
ConditionsYield
With trans-RuCl(phenpyra-Me)(PPh3)2PF6; sodium hydroxide at 125℃; for 36h; Sealed tube; Inert atmosphere; Glovebox;A 10 %Chromat.
B 75%
N-<1-Phenyl-2,2,2-trichlor-aethyl>-methylamin
78190-66-6

N-<1-Phenyl-2,2,2-trichlor-aethyl>-methylamin

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 10h; Heating;71%
N-methyl-N-(2-phenethyl)-4-methylbenzenesulfonamide
25566-59-0

N-methyl-N-(2-phenethyl)-4-methylbenzenesulfonamide

A

ethyl ester of p-toluenesulfonic acid
80-40-0

ethyl ester of p-toluenesulfonic acid

B

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With 1,5-dimethoxynaphthalene; sodium ethanolate In ethanol Irradiation;A 45%
B 62%
methanol
67-56-1

methanol

phenethyl azide
6926-44-9

phenethyl azide

A

phenethylamine
64-04-0

phenethylamine

B

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With trans-RuCl(phenpyra-Me)(PPh3)2PF6; sodium hydroxide at 125℃; for 5h; Sealed tube; Inert atmosphere; Glovebox;A 10 %Chromat.
B 60%
N-methylaziridine
1072-44-2

N-methylaziridine

(Ph)2CuLi

(Ph)2CuLi

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In tetrahydrofuran56%
4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine
383865-57-4

4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine

A

3-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-1-methyl-1-phenethyl-urea

3-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-1-methyl-1-phenethyl-urea

B

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
A 53%
B n/a
N-(2-phenylethyl)formamide
23069-99-0

N-(2-phenylethyl)formamide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran Reflux;34%
With lithium aluminium tetrahydride; diethyl ether
Multi-step reaction with 2 steps
1: potassium; toluene
2: concentrated hydrochloric acid / Hydrolysis
View Scheme
piperonal-phenethylimine
3240-93-5

piperonal-phenethylimine

methyl iodide
74-88-4

methyl iodide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
at 20℃; Erwaermen des Reaktionsprodukts mit Wasser;
2-(2-phenylethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide
16766-83-9

2-(2-phenylethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
ueber mehrere Stufen;
2-(phenethylamino)acetic acid
7738-38-7

2-(phenethylamino)acetic acid

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
beim Erhitzen ueber den Schmelzpunkt;
beim Erhitzen ueber den Schmelzpunkt;
N-methyl-N-phenethylcyanamide
27566-66-1

N-methyl-N-phenethylcyanamide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With hydrogenchloride at 160℃;
Multi-step reaction with 2 steps
1: aqueous alcoholic sulfuric acid
2: hydrochloric acid / 160 °C
View Scheme
N-(2-bromo-2-phenylethyl)-N,4-dimethylbenzenesulfonamide
412274-51-2

N-(2-bromo-2-phenylethyl)-N,4-dimethylbenzenesulfonamide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With pentan-1-ol; sodium
N-Methylthiophenylacetamide
77130-13-3

N-Methylthiophenylacetamide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With hydrogenchloride at 30 - 40℃; Electrolysis.an Bleikathoden;
With sodium tetrahydroborate; triethyloxonium fluoroborate 1.) CH2Cl2, 25 deg C, 10-20 min; 2.) anhydrous methanol 2-3 h; Yield given. Multistep reaction;
2-(3-Chlorophenyl)-N-methylethan-1-amine
52516-20-8

2-(3-Chlorophenyl)-N-methylethan-1-amine

A

N-methylindoline
824-21-5

N-methylindoline

B

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With diethyl ether; phenyllithium; diethylamine
N-methyl-N-phenethylformamide
90784-34-2

N-methyl-N-phenethylformamide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With hydrogenchloride Hydrolysis;
With hydrogenchloride; methanol for 18h; Heating;
N-methyl-N-phenethyl-urea
73355-67-6

N-methyl-N-phenethyl-urea

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With hydrogenchloride at 160℃;
(E)-N-benzyl-N-methyl-2-phenylethen-1-amine
84395-76-6

(E)-N-benzyl-N-methyl-2-phenylethen-1-amine

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With palladium on activated charcoal; ethanol Hydrogenation;
2-phenylethyl chloride
622-24-2

2-phenylethyl chloride

methylamine
74-89-5

methylamine

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With ethanol at 100℃;
With benzene at 100℃;
N-benzylidene-2-phenylethanamine
3240-95-7

N-benzylidene-2-phenylethanamine

methyl iodide
74-88-4

methyl iodide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
nachfolgende Hydrolyse;
und Erwaermen des Reaktionsprodukts mit wasserhaltigem Aethanol;
2-(2-chlorochlorophenyl)-N-methylethanamine
52516-17-3

2-(2-chlorochlorophenyl)-N-methylethanamine

phenyllithium
591-51-5

phenyllithium

A

N-methylindoline
824-21-5

N-methylindoline

B

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

1-phenyl-2-bromoethane
103-63-9

1-phenyl-2-bromoethane

methylamine
74-89-5

methylamine

A

N-methyl-N-phenethyl-2-phenylethan-1-amine
13977-33-8

N-methyl-N-phenethyl-2-phenylethan-1-amine

B

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With ethanol
In ethanol at 0 - 20℃; for 40h; Overall yield = 90 percent; Overall yield = 1.4 g;
formaldehyd
50-00-0

formaldehyd

phenylmagnesium bromide
1589-82-8

phenylmagnesium bromide

methylamine
74-89-5

methylamine

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Conditions
ConditionsYield
With diethyl ether
2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N-methyl-N-2-phenylethyl-2-bromoacetamide
73391-97-6

N-methyl-N-2-phenylethyl-2-bromoacetamide

Conditions
ConditionsYield
In dichloromethane at -25 - 20℃;100%
With potassium carbonate In dichloromethane at 0 - 20℃; for 3h;
(2R)-2-(N-(tert-butoxycarbonyl)-N-methylamino)-3-(2-naphthyl)-propionic acid
147577-61-5

(2R)-2-(N-(tert-butoxycarbonyl)-N-methylamino)-3-(2-naphthyl)-propionic acid

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N-methyl-N-((1R)-1-(N-methyl-N-phenethylcarbamoyl)-2-(2-naphthyl)ethyl)carbamic acid tert-butyl ester
202810-83-1

N-methyl-N-((1R)-1-(N-methyl-N-phenethylcarbamoyl)-2-(2-naphthyl)ethyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: (2R)-2-(N-(tert-butoxycarbonyl)-N-methylamino)-3-(2-naphthyl)-propionic acid With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0℃; for 0.333333h; Addition;
Stage #2: N-Methyl-N-phenethylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 16h; Condensation;
100%
With 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 16.3h;1.89 g
N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

(5α,7α)-17-(cyclopropylmethyl)-4,5-epoxy-3,6-dimethoxy-6,14-ethenomorphinan-7-carboxyl chloride
742104-52-5

(5α,7α)-17-(cyclopropylmethyl)-4,5-epoxy-3,6-dimethoxy-6,14-ethenomorphinan-7-carboxyl chloride

C34H40N2O4
214064-60-5

C34H40N2O4

Conditions
ConditionsYield
With triethylamine In chloroform at 20℃;100%
allyl bromide
106-95-6

allyl bromide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N-methyl-N-phenethylallylamine
37929-85-4

N-methyl-N-phenethylallylamine

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; polymer-bound triphenylphosphine In tetrahydrofuran at 20℃; for 12h;99%
Stage #1: N-Methyl-N-phenethylamine With (acryloyloxymethyl)polystyrene In N,N-dimethyl-formamide at 20℃; for 18h; Solid phase reaction; Michael addition;
Stage #2: allyl bromide In N,N-dimethyl-formamide at 20℃; for 18h; Solid phase reaction; quaternization;
Stage #3: With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 5h; Solid phase reaction; Hofmann elimination;
81%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 70℃; for 2h;50%
Yield given. Multistep reaction;
(1S,2S)-(+)-2-(methyl(phenethyl)amino)-1-phenylpropan-1-ol

(1S,2S)-(+)-2-(methyl(phenethyl)amino)-1-phenylpropan-1-ol

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

(1S,2S)-(+)-N,N'-dimethyl-N,N'-diphenethyl-1-phenylpropane-1,2-diamine

(1S,2S)-(+)-N,N'-dimethyl-N,N'-diphenethyl-1-phenylpropane-1,2-diamine

Conditions
ConditionsYield
Stage #1: (1S,2S)-(+)-2-(methyl(phenethyl)amino)-1-phenylpropan-1-ol With methanesulfonyl chloride; triethylamine In diethyl ether at 0 - 20℃;
Stage #2: With triethylamine In diethyl ether at 0 - 20℃;
Stage #3: N-Methyl-N-phenethylamine In diethyl ether at 20℃; for 16h;
99%
bromocyane
506-68-3

bromocyane

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N-methyl-N-phenethylcyanamide
27566-66-1

N-methyl-N-phenethylcyanamide

Conditions
ConditionsYield
With sodium acetate In methanol at 20℃; Inert atmosphere; Schlenk technique;99%
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N-methyl-N-phenethylformamide
90784-34-2

N-methyl-N-phenethylformamide

Conditions
ConditionsYield
at 150℃; for 96h; Sealed tube; Inert atmosphere; Green chemistry;99%
at 150℃; for 96h; Inert atmosphere; Sealed tube;99%
With cobalt(II) acetate at 150℃; for 3h; Inert atmosphere; Sealed tube;95%
N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

1-(2-Deoxy-β-D-erythro-pentofuranosyl)-4-(pentafluorophenyloxy)-2(1H)-pyrimidinone
170114-35-9

1-(2-Deoxy-β-D-erythro-pentofuranosyl)-4-(pentafluorophenyloxy)-2(1H)-pyrimidinone

1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-4-(methyl-phenethyl-amino)-1H-pyrimidin-2-one

1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-4-(methyl-phenethyl-amino)-1H-pyrimidin-2-one

Conditions
ConditionsYield
In 1,4-dioxane at 80℃;98%
2-fluoropyridine
372-48-5

2-fluoropyridine

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N-methyl-N-phenethylpyridin-2-amine

N-methyl-N-phenethylpyridin-2-amine

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); sodium t-butanolate; 1,3-bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene monohydrochloride In toluene at 100℃; for 20h; Inert atmosphere; Schlenk technique;98%
N-Methylisatoic anhydride
10328-92-4

N-Methylisatoic anhydride

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N-Methyl-2-methylamino-N-phenethyl-benzamide

N-Methyl-2-methylamino-N-phenethyl-benzamide

Conditions
ConditionsYield
With isatoic anhydride resin In dichloromethane Ambient temperature; 1.) 14 h; 2.) 90 min;97%
O-benzyl-N-tert-butoxycarbonyl-L-tyrosine
2130-96-3

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N-[Boc-(O-benzyl)-L-tyrosyl]-N-methyl-2-phenylethylamine
173899-80-4

N-[Boc-(O-benzyl)-L-tyrosyl]-N-methyl-2-phenylethylamine

Conditions
ConditionsYield
97%
benzyl bromide
100-39-0

benzyl bromide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N-(2-phenethyl)benzylmethylamine
10479-24-0

N-(2-phenethyl)benzylmethylamine

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; polymer-bound triphenylphosphine In tetrahydrofuran at 20℃; for 12h;97%
Stage #1: N-Methyl-N-phenethylamine With REM resin at 20℃; for 2h;
Stage #2: benzyl bromide In N,N-dimethyl-formamide for 18h;
Stage #3: With N-ethyl-N,N-diisopropylamine In dichloromethane
95%
Stage #1: N-Methyl-N-phenethylamine With REM resin at 20℃; for 3h; Michael addition;
Stage #2: benzyl bromide In N,N-dimethyl-formamide at 20℃; for 18h;
Stage #3: With potassium carbonate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 6h;
phenyl 1H-indazol-5-ylcarbamate
865538-79-0

phenyl 1H-indazol-5-ylcarbamate

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

3-(1H-indazol-5-yl)-1-methyl-1-phenethylurea
1357473-65-4

3-(1H-indazol-5-yl)-1-methyl-1-phenethylurea

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide at 90℃; for 14h;97%
6-chloro-N-phenylpyrimidine-4-carboxamide

6-chloro-N-phenylpyrimidine-4-carboxamide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

6-(methyl(phenethyl)amino)-N-phenylpyrimidine-4-carboxamide

6-(methyl(phenethyl)amino)-N-phenylpyrimidine-4-carboxamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 100℃;97%
C5H10N2S*(x)HI

C5H10N2S*(x)HI

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N,1-dimethyl-N-phenethyl-4,5-dihydro-1H-imidazol-2-amine hydroiodide

N,1-dimethyl-N-phenethyl-4,5-dihydro-1H-imidazol-2-amine hydroiodide

Conditions
ConditionsYield
at 70℃; for 2h;97%
chlorotriisopropylsilane
6485-79-6

chlorotriisopropylsilane

carbon dioxide
124-38-9

carbon dioxide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N-Tsoc-methyl(2-phenylethyl)amine

N-Tsoc-methyl(2-phenylethyl)amine

Conditions
ConditionsYield
With palladium 10% on activated carbon In N,N-dimethyl acetamide under 760.051 Torr; for 16h; Sealed tube; Heating; Schlenk technique;96.2%
tetraethyldiborane(6)
12081-54-8

tetraethyldiborane(6)

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

{methyl-(2-phenylethyl)amino}diethylborane
22100-27-2

{methyl-(2-phenylethyl)amino}diethylborane

Conditions
ConditionsYield
3 h at 70-100°C;96%
3 h at 70-100°C;96%
3-Chloropyridine
626-60-8

3-Chloropyridine

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N-methyl-N-phenethylpyridin-3-amine
1445086-57-6

N-methyl-N-phenethylpyridin-3-amine

Conditions
ConditionsYield
With C43H58ClO2PPd; sodium t-butanolate; ruphos In tetrahydrofuran at 85℃; for 6h; Inert atmosphere;96%
With C30H43O2P*C13H13NO3PdS; sodium t-butanolate; ruphos In tetrahydrofuran at 85℃; for 24h;80%
With methanesulfonato(2-dicyclohexylphosphino-2’,6’-di-i-propoxy-1,1’-biphenyl)(2’-methylamino-1,1‘-biphenyl-2-yl)palladium(II); sodium t-butanolate; ruphos In tetrahydrofuran at 85℃; for 24h; Inert atmosphere;80%
chlorosulfonyl-acetic acid methyl ester
56146-83-9

chlorosulfonyl-acetic acid methyl ester

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

2-[methyl(phenethyl)sulfamoyl]acetic acid methyl ester
233283-81-3

2-[methyl(phenethyl)sulfamoyl]acetic acid methyl ester

Conditions
ConditionsYield
Stage #1: chlorosulfonyl-acetic acid methyl ester; N-Methyl-N-phenethylamine With triethylamine In tetrahydrofuran at 20℃;
Stage #2: With hydrogenchloride In water pH=7;
96%
2-(Benzyloxy)-1-naphthaldehyde
52805-48-8

2-(Benzyloxy)-1-naphthaldehyde

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N-((2-(benzyloxy)naphthalen-1-yl)methyl)-N-methyl-2-phenylethan-1-amine

N-((2-(benzyloxy)naphthalen-1-yl)methyl)-N-methyl-2-phenylethan-1-amine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 2.5h;96%
acetamide
60-35-5

acetamide

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N-methyl-N-phenyethylacetamide
50893-11-3

N-methyl-N-phenyethylacetamide

Conditions
ConditionsYield
With manganese(II) chloride tetrahydrate at 150℃; for 10h; Sealed tube; Microwave irradiation; Inert atmosphere;96%
With cobalt(II) diacetate tetrahydrate at 150℃; for 3h; Sealed tube; Inert atmosphere;83%
acetophenone
98-86-2

acetophenone

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

C17H21N

C17H21N

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; titanium(IV) isopropylate; hydrogen; iodine; triethylamine In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane at 20℃; under 30402 Torr; for 20h;96%
phenylacetylene
536-74-3

phenylacetylene

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

N-methyl-N-phenethyl-2-phenylacetamide
220501-09-7

N-methyl-N-phenethyl-2-phenylacetamide

Conditions
ConditionsYield
With potassium hexafluorophosphate; 4-methylpyridine-1-oxide; chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II) In 1,2-dichloro-ethane at 100℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Sealed tube;96%
1-methyl-3-indolecarboxylic acid
32387-21-6

1-methyl-3-indolecarboxylic acid

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

1-methyl-1H-indole-3-carboxylic acid N-methyl-N-phenethylamide

1-methyl-1H-indole-3-carboxylic acid N-methyl-N-phenethylamide

Conditions
ConditionsYield
With PS-carbodiimide; benzotriazol-1-ol In 1-methyl-pyrrolidin-2-one at 100℃; for 0.0833333h; microwave irradiation;95%
N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

methyl iodide
74-88-4

methyl iodide

N,N-dimethylphenethylamine
1126-71-2

N,N-dimethylphenethylamine

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; polymer-bound triphenylphosphine In tetrahydrofuran at 20℃; for 12h;95%
N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

5-bromo-1H-pyrrolo[2,3-b]pyridine
183208-35-7

5-bromo-1H-pyrrolo[2,3-b]pyridine

N-methyl-N-phenethyl-1H-pyrrolo[2,3-b]pyridin-5-amine
1248587-68-9

N-methyl-N-phenethyl-1H-pyrrolo[2,3-b]pyridin-5-amine

Conditions
ConditionsYield
With RuPhos palladacycle; lithium hexamethyldisilazane; ruphos In tetrahydrofuran at 65℃; for 4h; Inert atmosphere; Sealed vial;95%
N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

Propionamid
79-05-0

Propionamid

N-methyl-N-phenethylpropionamide
67191-48-4

N-methyl-N-phenethylpropionamide

Conditions
ConditionsYield
With manganese(II) chloride tetrahydrate at 150℃; for 10h; Sealed tube; Microwave irradiation; Inert atmosphere;95%
With cobalt(II) diacetate tetrahydrate at 150℃; for 3h; Sealed tube; Inert atmosphere;46%
phenyl (benzoyloxy)carbamate
64596-35-6

phenyl (benzoyloxy)carbamate

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

3-(benzoyloxy)-1-methyl-1-phenethylurea

3-(benzoyloxy)-1-methyl-1-phenethylurea

Conditions
ConditionsYield
With 1H-imidazole In tetrahydrofuran at 100℃; for 2h; Microwave irradiation; Sealed tube;95%
2,6-Dichloro-4-morpholino-1,3,5-triazine
6601-22-5

2,6-Dichloro-4-morpholino-1,3,5-triazine

N-Methyl-N-phenethylamine
589-08-2

N-Methyl-N-phenethylamine

2-chloro-4-(methyl(phenethyl)amino)-6-morpholino-1,3,5-triazine

2-chloro-4-(methyl(phenethyl)amino)-6-morpholino-1,3,5-triazine

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 3h;95%

N-Methylphenethylamine Specification

The Benzeneethanamine,N-methyl-, with the CAS registry number 589-08-2, is also known as N-Methyl-N-(2-phenylethyl)amine. It belongs to the product categories of Amines and Anilines; Phenyls & Phenyl-Het; Phenyls & Phenyl-Het. Its EINECS registry number is 209-632-3. This chemical's molecular formula is C9H13N and molecular weight is 135.21. What's more, both its IUPAC name and systematic name are the same which is called N-Methyl-2-phenylethanamine. It should be stored in a cool, dry and well-ventilated place. It is a chemical compound derived from phenethylamine. Its N-substitution results in less metabolism by monoamine oxidase than phenethylamine itself.

Physical properties about Benzeneethanamine,N-methyl- are: (1)ACD/LogP: 1.848; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.24; (4)ACD/LogD (pH 7.4): -0.87; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3 ; (12)Polar Surface Area: 12.03 Å2; (13)Index of Refraction: 1.509; (14)Molar Refractivity: 44.03 cm3; (15)Molar Volume: 147.574 cm3; (16)Polarizability: 17.455×10-24cm3; (17)Surface Tension: 32.228 dyne/cm; (18)Density: 0.916 g/cm3; (19)Flash Point: 73.889 °C; (20)Enthalpy of Vaporization: 43.795 kJ/mol; (21)Boiling Point: 201.739 °C at 760 mmHg; (22)Vapour Pressure: 0.303 mmHg at 25 °C.

Preparation of Benzeneethanamine,N-methyl-: this chemical can be prepared by N-methyl-N-phenethyl-toluene-4-sulfonamide. This reaction needs reagent concentrated hydrochloric acid at temperature of 180 °C.

Benzeneethanamine,N-methyl- can be prepared by N-methyl-N-phenethyl-toluene-4-sulfonamide.

Uses of Benzeneethanamine,N-methyl-: it is used to produce other chemicals. For example, it can react with formaldehyde to get dimethyl-phenethyl-amine. The reaction occurs with reagent NaBH4 and solvents tetrahydrofuran, trifluoroacetic acid at the temperature of 25 °C. The reaction time is 24 hours. The yield is 87 %.

Benzeneethanamine,N-methyl- can react with formaldehyde to get dimethyl-phenethyl-amine.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin or other mucous membranes and may destroy living tissue on contacting. What's more, it may cause burns. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. This material and its container must be disposed of as hazardous waste. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell you should seek medical advice immediately.

You can still convert the following datas into molecular structure:
(1) SMILES: N(CCc1ccccc1)C
(2) InChI: InChI=1S/C9H13N/c1-10-8-7-9-5-3-2-4-6-9/h2-6,10H,7-8H2,1H3
(3) InChIKey: SASNBVQSOZSTPD-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 parenteral 180mg/kg (180mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 195, Pg. 647, 1940.
mouse LDLo intraperitoneal 190mg/kg (190mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 106, Pg. 341, 1952.
rat LDLo intraperitoneal 180mg/kg (180mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 195, Pg. 647, 1940.
rat LDLo oral 1400mg/kg (1400mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 195, Pg. 647, 1940.

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