N-Methyl-4-anisidine supplier

Name
N-METHYL-P-ANISIDINE
EINECS 227-735-1
CAS No. 5961-59-1
Article Data207
CAS DataBase
Density 1.032 g/cm³
Solubility
Melting Point 33-36 °C(lit.)
Formula C₈H₁₁NO
Boiling Point 252.4 °C at 760 mmHg
Molecular Weight 137.181
Flash Point 87.2 °C
Transport Information
Appearance white to greyish-brown crystal. low melting mass
Safety 22-24/25-36/37
Risk Codes 20/21/22
Molecular Structure
Hazard Symbols
Synonyms p-Anisidine,N-methyl- (7CI,8CI);4-(Methylamino)anisole;4-Methoxy-N-methylaniline;4-Methoxy-N-methylbenzenamine;N-(4-Methoxyphenyl)-N-methylamine;
PSA 21.26000
LogP 1.80990

Synthetic route

: 7451-55-0
ethyl 4-methoxyphenylcarbamate

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Heating / reflux;	100%
With lithium aluminium tetrahydride In tetrahydrofuran at 60℃;
With lithium aluminium tetrahydride In diethyl ether Inert atmosphere; Reflux;

: 50-00-0
formaldehyd

: 104-94-9
4-methoxy-aniline

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With butyl triphenylphosphonium tetraborate at 20℃; for 0.183333h;	99%
With 3 weight% Pd/C; hydrogen In methanol at 80℃; under 3800.26 Torr; Reagent/catalyst; Autoclave;	94.2%
Stage #1: formaldehyd; 4-methoxy-aniline With sodium methylate In methanol at 20℃; for 5h; Stage #2: With sodium tetrahydroborate In methanol for 1.75h; Heating;	80%

: 67-56-1
methanol

: 104-94-9
4-methoxy-aniline

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With cesiumhydroxide monohydrate; (1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one) irontricarbonyl complex3 at 110℃; Catalytic behavior; Reagent/catalyst; Temperature; Schlenk technique; Inert atmosphere;	99%
With potassium tert-butylate; C49H50Cl2Ir2N5O(1+)*F6P(1-) at 130℃; for 4h;	99%
With C12H16IrN4O2(1+)*BF4(1-); potassium hydroxide at 120℃; for 5h; Irradiation; Inert atmosphere; Sealed tube;	95%

: 108874-78-8
N-(4-methoxyphenyl)-N-methyl-S-phenylthiohydroxylamine

A: 882-33-7
diphenyldisulfane

B: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In acetonitrile for 0.166667h; Mechanism; Product distribution; Ambient temperature; various solvents, Lewis acids, and N-methylbenzenesulfenanilide;	A 97% B 40%

: 4-cyano-N-(4-methoxyphenyl)-N-methylbenzenesulfonamide

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-dodecylthiol In water; N,N-dimethyl-formamide for 12h; Inert atmosphere;	97%

: 5279-51-6
4-methoxy-N-methylformanilide

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With C18H37ClMoNO2P2; hydrogen; sodium triethylborohydride In tetrahydrofuran; toluene at 130℃; under 37503.8 Torr; for 24h; Autoclave; Glovebox;	96%
With hydrogenchloride In water for 1.5h; Reflux;	74%
With water Heating; Yield given;
With aluminum oxide; potassium fluoride for 0.333333h; microwave irradiation;

: tert-butyl (4-methoxyphenyl)methylcarbamate

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 25℃;	96%
With trifluoroacetic acid In dichloromethane at 40℃; for 48h; Inert atmosphere; Schlenk technique;
With hydrogenchloride In water at 120℃;

: 35813-38-8
N-(4-methoxyphenyl)-N-methylacetamide

A: 6114-15-4
4-methoxy-N-ethyl-N-methylaniline

B: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With triethyl borane; Triethoxysilane; sodium hydroxide In hexane at 80℃; for 6h; Reagent/catalyst; Solvent; Inert atmosphere; Sealed tube;	A 3% B 96%
With sodium triethylborohydride In tetrahydrofuran at 80℃; for 12h; Inert atmosphere; Schlenk technique; Glovebox; Sealed tube;	A n/a B 72%
With sodium triethylborohydride In tetrahydrofuran at 80℃; for 6h; Inert atmosphere; Schlenk technique; High pressure; Sealed tube;	A n/a B 72%

: 67-56-1
methanol

: 100-17-4
para-methoxynitrobenzene

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With potassium tert-butylate; C49H50Cl2Ir2N5O(1+)*F6P(1-) at 130℃; for 10h;	96%
With [iridium(I)Br(carbonyl)2(κ1C-tBuImCH2PyCH2OMe)]; caesium carbonate at 129.84℃; for 5h; Catalytic behavior; Mechanism; Inert atmosphere; Glovebox; Green chemistry;	92%
With rhodium(III) chloride hydrate; potassium tert-butylate at 130℃; for 48h; Sealed tube; High pressure;	82%

: 35813-38-8
N-(4-methoxyphenyl)-N-methylacetamide

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
Stage #1: N-(4-methoxyphenyl)-N-methylacetamide With sulfuric acid; water for 2h; Heating / reflux; Stage #2: With sodium hydroxide; water Product distribution / selectivity;	95.86%
With potassium methanolate; C26H32MnN4O4 In butan-1-ol at 135℃; for 45h;	63%
With hydrogenchloride In water; ethylene glycol for 24h; Reflux; Inert atmosphere;
With hydrogenchloride In water; ethylene glycol at 20℃; for 3h; Inert atmosphere;

: 104-92-7
1-bromo-4-methoxy-benzene

: 74-89-5
methylamine

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With copper In water at 100℃; for 12h; Ullmann reaction;	95.3%
With copper(l) iodide; 6,7-dihydro-5H-quinolin-8-one oxime; potassium hydroxide In water at 85℃; for 24h; Inert atmosphere;	87%
With copper(l) iodide; tetrabutylammomium bromide; potassium hydroxide In water at 90℃; for 16h; Ullmann-Goldberg Substitution; Green chemistry;	63%

: 696-62-8
para-iodoanisole

: 74-89-5
methylamine

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With copper(l) iodide; 6,7-dihydro-5H-quinolin-8-one oxime; potassium hydroxide In water at 25℃; for 24h; Inert atmosphere;	95%
With potassium phosphate; copper(II) ferrite at 100℃; for 12h; Sealed tube; chemoselective reaction;	80%
With copper In water at 100℃; for 24h; Sealed tube;

: 900537-28-2
N-methyl-N-(4-methoxyphenyl)-4-nitrobenzene sulphonamide

: 68-11-1
mercaptoacetic acid

A: 3406-75-5
2-(4-nitrophenylthio)acetic acid

B: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃;	A n/a B 93%

...Expand

: 623-12-1
4-chloromethoxybenzene

: 74-89-5
methylamine

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); sodium t-butanolate In tetrahydrofuran; tert-butyl alcohol at 20℃; for 2h; Inert atmosphere;	92%
With sodium t-butanolate; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II) In tetrahydrofuran; tert-butyl alcohol at 20℃; for 2h; Inert atmosphere;	92%
With Pd2(dba)4; potassium tert-butylate; C40H66P2 In tetrahydrofuran at 20℃; for 1.5h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique; Glovebox;	79%

: 50-00-0
formaldehyd

: 100-17-4
para-methoxynitrobenzene

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With hydrogen; sodium hydroxide In methanol at 125℃; under 26252.6 Torr; for 4h; Concentration; Reagent/catalyst; Pressure; Temperature; Time; Autoclave;	90.7%

: 124-38-9
carbon dioxide

: 106-49-0
p-toluidine

: 106-47-8
4-chloro-aniline

: 104-94-9
4-methoxy-aniline

: 62-53-3
aniline

: 371-40-4
4-fluoroaniline

: 106-40-1
4-bromo-aniline

A: 623-08-5
N-methyl-p-toluidine

B: 459-59-6
4-fluoro-N-methylaniline

C: 932-96-7
N-methyl(p-chloroaniline)

D: 6911-87-1
4-bromo-N-methylaniline

E: 100-61-8
N-methylaniline

F: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With methanesulfonic acid; hydrogen; tris(acetylacetonato)ruthenium(III); [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 140℃; for 5h; Inert atmosphere;	A 69% B 39% C 15% D 13% E 35% F 90%

...Expand

: methyl (4-methoxyphenyl)(methyl)carbamate

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With 3-azapentane-1,5-diamine at 140℃; for 24h; Sealed tube;	90%

: 66-27-3
Methyl methanesulfonate

: 104-94-9
4-methoxy-aniline

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol for 2h; Reflux; Inert atmosphere; Molecular sieve;	89%

: 5470-34-8
4-methoxyformanilide

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene for 0.166667h;	88%
With lithium borohydride
With lithium aluminium tetrahydride
With dimethylsulfide borane complex In tetrahydrofuran for 3h; Heating; Yield given;
Multi-step reaction with 2 steps 1: anhydrous potassium carbonate, sodium hydroxide, tetrabutylammonium hydrogensulphate / benzene / 1 h / 5 - 10 °C / Heating 2: water / Heating View Scheme

: 22737-30-0
N-methyl-O-(trimethylsilyl)hydroxylamine

: 14774-77-7
p-methoxyphenyllithium

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With CuCN In tetrahydrofuran at -50 - 20℃; for 2h; Arylation;	88%

: 64-18-6
formic acid

: 104-94-9
4-methoxy-aniline

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
Stage #1: formic acid; 4-methoxy-aniline With sodium methylate In methanol at 20℃; for 17h; Reflux; Stage #2: With sodium tetrahydroborate In methanol for 2.5h; Reflux;	88%

: 104-94-9
4-methoxy-aniline

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With trimethylamine-borane; sodium hydride at 80℃; for 1h; Inert atmosphere;	88%

: 701-56-4
4-methoxy-N,N-dimethylanilne

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
Stage #1: 4-methoxy-N,N-dimethylanilne With tert.-butylhydroperoxide In toluene for 0.0333333h; Inert atmosphere; Stage #2: With triethylamine In toluene at 110℃; for 3h; Inert atmosphere;	85%
With iodosylbenzene; C25H25FeN5(2+)*2CF3O3S(1-) In acetonitrile at 25℃; for 0.833333h;	6%
With 3-Nitrochlorobenzene In benzene for 3h; Irradiation; Yield given;

: 67-56-1
methanol

: 104-94-9
4-methoxy-aniline

A: 701-56-4
4-methoxy-N,N-dimethylanilne

B: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With hydrogenchloride; nickel(II) oxide; titanium(IV) oxide In water for 6h; UV-irradiation;	A 81% B 18%
With zinc oxide-supported iridium catalyst In 1,3,5-trimethyl-benzene at 150℃; under 3750.38 Torr; for 17h; Inert atmosphere;	A 15 %Chromat. B 63 %Chromat.

...Expand

: 21969-24-4
N-(4-methoxyphenyl)-N,4-dimethylbenzenesulfonamide

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; potassium tert-butylate In dimethyl sulfoxide at 20℃; for 1h; Inert atmosphere; Schlenk technique; Irradiation; Sealed tube;	80%
With sulfuric acid at 150℃;

: 67-56-1
methanol

: 3532-17-0
4-methoxybenzoyl azide

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
Stage #1: methanol; 4-methoxybenzoyl azide at 70℃; for 3h; Inert atmosphere; Stage #2: With C54H43ClN3P2Ru(1+)*F6P(1-); potassium carbonate at 140℃; Inert atmosphere;	78%

: 917-54-4
methyllithium

: 132555-18-1
(Z)-tert-Butyl (4-methoxyphenyl)azo sulfide

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
In diethyl ether at 0 - 25℃; for 0.416667h;	76%

: 201230-82-2
carbon monoxide

: 104-94-9
4-methoxy-aniline

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With hydrogen In hexane at 160℃; for 24h; Autoclave;	74%

: 50-00-0
formaldehyd

: 104-94-9
4-methoxy-aniline

A: 701-56-4
4-methoxy-N,N-dimethylanilne

B: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

Conditions

Conditions	Yield
With hydrogen In methanol at 80℃; under 3800.26 Torr; Reagent/catalyst; Autoclave;	A n/a B 72.44%
With calcium hydride; 5%-palladium/activated carbon In toluene at 30℃; for 16h; Sealed tube;	A n/a B 50 %Spectr.

...Expand

: 39619-07-3
2-methylmalonyl dichloride

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 155257-29-7
N-methyl-N-(4-methoxyphenyl)-α-carbomethoxyacetamide

Conditions

Conditions	Yield
With triethylamine; citric acid In dichloromethane	100%

: 372-09-8
cyanoacetic acid

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 2-cyano-N-(4-methoxyphenyl)-N-methylacetamide

Conditions

Conditions	Yield
Stage #1: cyanoacetic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 3h; Stage #2: N-methyl-N-(4-methoxyphenyl)amine With triethylamine In dichloromethane at 0 - 20℃;	100%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 1h; Inert atmosphere; Schlenk technique;	75%
Stage #1: cyanoacetic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 3h; Stage #2: N-methyl-N-(4-methoxyphenyl)amine With triethylamine In dichloromethane; N,N-dimethyl-formamide at 0℃;

: 124-38-9
carbon dioxide

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 701-56-4
4-methoxy-N,N-dimethylanilne

Conditions

Conditions	Yield
With proazaphosphatrane; 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran at 90℃; under 750.075 Torr; for 1h; Inert atmosphere; Schlenk technique; chemoselective reaction;	100%
With phenylsilane; triphenylphosphine In tetrahydrofuran at 120℃; under 3750.38 Torr; for 24h; Autoclave; Green chemistry;	99%
With cyclopentadienyl iron(II) dicarbonyl dimer; phenylsilane; triphenylphosphine In acetonitrile at 100℃; under 760.051 Torr; for 36h; Schlenk technique; Sealed tube;	95%

: 5416-93-3
4-Methoxyphenyl isocyanate

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 1,3-bis(4-methoxyphenyl)-1-methylurea

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 19h;	100%

: 79-04-9
chloroacetyl chloride

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 63031-64-1
2-chloro-N-(4-methoxy-phenyl)-N-methylacetamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane; water Ambient temperature;	99%
With pyridine; triethylamine In toluene Ambient temperature;	67%
In N,N-dimethyl acetamide at 0 - 20℃;	67%

: 563-76-8
α-bromopropionyl bromide

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 153880-69-4
N-(4-methoxyphenyl)-N-methyl-2-bromopropionylamide

Conditions

Conditions	Yield
In 1,2-dichloro-ethane for 2h; Heating;	99%

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 411235-57-9
cyclopropylboronic acid

: N-cyclopropyl-N-(4-methoxyphenyl)methylamine

Conditions

Conditions	Yield
With [2,2]bipyridinyl; oxygen; copper diacetate; sodium carbonate In 1,2-dichloro-ethane at 70℃; for 2h; Chan-Lam reaction;	99%

: 1363721-18-9
(2-methylquinazolin-4-yl)-4-methylbenzenesulfonate

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: N-(4-methoxyphenyl)-N,2-dimethylquinazolin-4-amine

Conditions

Conditions	Yield
In dichloromethane; isopropyl alcohol at 20℃; for 1h;	99%

: 85807-84-7
tert-butyl(5-hexenyloxy)dimethylsilane

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 1201516-71-3
N-(6-(tert-butyldimethylsilyloxy)-2-methylhexyl)-4-methoxyaniline

Conditions

Conditions	Yield
With (N-[2,6-diisopropylphenyl]pivalamidate)tetrakis(dimethylamido)tantalum In (2)H8-toluene at 130℃; for 20h; Inert atmosphere;	99%
(N-[2,6-diisopropylphenyl]pivalamidate)tetrakis(dimethylamido)tantalum In (2)H8-toluene at 130℃; for 20h; Product distribution / selectivity;	90%
With (N-[2,6-diisopropylphenyl]pivalamidate)tetrakis(dimethylamido)tantalum In (2)H8-toluene at 130℃; for 20h;	90%

: 53207-00-4
1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 1394134-51-0
N-(2-bromo-4,5-dimethoxybenzyl)-4-methoxy-N-methylaniline

Conditions

Conditions	Yield
Stage #1: N-methyl-N-(4-methoxyphenyl)amine With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-bromo-2-(bromomethyl)-4,5-dimethoxybenzene In N,N-dimethyl-formamide at 0 - 20℃; for 2h;	99%

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 3433-80-5
1-Bromo-2-bromomethyl-benzene

: 1338940-94-5
N-(2-bromobenzyl)-4-methoxy-N-methylaniline

Conditions

Conditions	Yield
Stage #1: N-methyl-N-(4-methoxyphenyl)amine With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-Bromo-2-bromomethyl-benzene In N,N-dimethyl-formamide at 0 - 20℃; for 2h;	99%

: 124-38-9
carbon dioxide

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 5279-51-6
4-methoxy-N-methylformanilide

Conditions

Conditions	Yield
With phenylsilane; C42H60N6O2Zn(2+)*2Br(1-) at 40℃; under 3750.38 Torr; for 6h; Reagent/catalyst; Autoclave;	99%
With phenylsilane; C56H50N2O2P2Zn(2+)*2Br(1-) In neat (no solvent) at 40℃; under 3750.38 Torr; for 6h; Autoclave; chemoselective reaction;	99%
With phenylsilane In neat (no solvent) at 35℃; under 7500.75 Torr; for 14h; Autoclave;	99%

: 586-75-4
4-chlorobenzoyl chloride

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 4-bromo-N-(4-methoxyphenyl)-N-methylbenzamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	99%

: 1165952-91-9
cyclohexa-1,3-diene

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: (RS)-3-[N-Methyl-N-(40-methoxyphenyl)amino]cyclohex-1-ene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); trifluoroacetic acid In toluene at 20℃; for 24h;	98%
tetrakis(triphenylphosphine) palladium(0); trifluoroacetic acid In toluene at 25℃; for 24h;	98%
With tetrakis(triphenylphosphine) palladium(0); trifluoroacetic acid In toluene at 20℃; for 18h; Inert atmosphere; Schlenk technique;	84%

: 105763-77-7
2,4-dichloro-6-methoxy-quinazoline

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 1216814-90-2
(2-chloro-6-methoxy-quinazoline-4-yl)-(4-methoxy-phenyl)methylamine

Conditions

Conditions	Yield
With sodium acetate In tetrahydrofuran; water at 60 - 70℃; for 3h;	98%

: 536-74-3
phenylacetylene

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 307504-49-0
(4-methoxyphenyl)(methyl)(1-phenylethyl)amine

Conditions

Conditions	Yield
With (o-biphenyl)(t-Bu)2PAuCl; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; AgBF4 In tetrahydrofuran at 60℃; for 26h;	98%
With tin(II) trifluoromethanesulfonate; ethanol In toluene at 120℃; for 7h;	83%

: 19614-12-1
2-bromo-5-methoxybenzyl bromide

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 1394134-46-3
N-(2-bromo-5-methoxybenzyl)-4-methoxy-N-methylaniline

Conditions

Conditions	Yield
Stage #1: N-methyl-N-(4-methoxyphenyl)amine With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 2-bromo-5-methoxybenzyl bromide In N,N-dimethyl-formamide at 0 - 20℃; for 2h;	98%

: 31555-60-9
5-bromothiophene-2-carbonyl chloride

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 1396244-24-8
5-bromo-N-(4-methoxyphenyl)-N-methylthiophene-2-carboxamide

Conditions

Conditions	Yield
With triethylamine at 0℃; for 3h;	98%

: 98-58-8
4-bromobenzenesulfonyl chloride

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 1022868-47-8
4-bromo-N-(4-methoxyphenyl)-N-methylbenzenesulfonamide

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In dichloromethane; water at 20℃; for 3h;	98%

: 64-18-6
formic acid

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 701-56-4
4-methoxy-N,N-dimethylanilne

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate In dibutyl ether at 100℃; Schlenk technique; Inert atmosphere;	98%
With phenylsilane; copper diacetate In dibutyl ether at 80℃; for 8h; Schlenk technique; Green chemistry;	92%
With platinum on carbon; phenylsilane In toluene at 80℃; for 15h;	74%

: C15H14N2O5S

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: N-((2R,3S)-2-hydroxy-3-((4-methoxyphenyl)(methyl)amino)-3-phenylpropyl)-2-nitrobenzenesulfonamide

Conditions

Conditions	Yield
With C39H60N4O4; gadolinium(III) trifluoromethanesulfonate In chloroform at 55℃; for 16h; enantioselective reaction;	98%

: 609-67-6
2-Iodobenzoyl chloride

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 36684-52-3
2-iodo-N-(4-methoxyphenyl)-N-methylbenzamide

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane Inert atmosphere; Schlenk technique;	98%

: 107-18-6
allyl alcohol

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 1251248-66-4
N-methyl-N-(3-hydroxyl-1-propyl)-4-methoxyaniline

Conditions

Conditions	Yield
With C17H16BrMnN2O3S; potassium carbonate In toluene at 100℃; for 12h; Inert atmosphere; chemoselective reaction;	98%
With C14H29BrMnNO2P2; sodium triethylborohydride; potassium carbonate In cyclohexane at 60℃; for 24h; Inert atmosphere;	96%
With potassium phosphate; [(bis(2-dicyclohexylphosphinoethyl)amine)Fe(CO)Br2]; sodium triethylborohydride In cyclohexane at 80℃; for 12h; Inert atmosphere; Sealed tube;	94%

: 4316-94-3
6-chloro-5-nitropyrimidin-4-amine

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: N4-(4-methoxyphenyl)-N4-methyl-5-nitropyrimidine-4,6-diamine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl In acetonitrile at 25℃; for 3.5h; Inert atmosphere;	97.6%

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: K(1+)*N(CH3)C6H4OCH3(1-)=KN(CH3)C6H4OCH3

Conditions

Conditions	Yield
With potassium hexamethylsilazane In toluene at 20℃; for 1.5h;	97%

: 5434-47-9
5-bromo-6-bromomethylbenzo[1,3]dioxole

: 5961-59-1
N-methyl-N-(4-methoxyphenyl)amine

: 1394134-52-1
N-((6-bromobenzo[d][1,3]dioxol-5-yl)methyl)-4-methoxy-N-methylaniline

Conditions

Conditions	Yield
Stage #1: N-methyl-N-(4-methoxyphenyl)amine With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 5-bromo-6-bromomethylbenzo[1,3]dioxole In N,N-dimethyl-formamide at 0 - 20℃; for 2h;	97%

N-Methyl-4-anisidine Chemical Properties

IUPAC Name: 4-methoxy-N-methylaniline
Synonyms of N-Methyl-4-anisidine (CAS NO.5961-59-1): 1-Methylamino-4-methoxybenzene ; 4-Methoxy-N-methylaniline ; 4-Methoxy-N-methylbenzenamine ; N-Methyl-p-anisidine ; p-Methoxy-N-methylaniline ; Benzenamine, 4-methoxy-N-methyl- (9CI) ; p-Anisidine, N-methyl- (8CI)
CAS NO: 5961-59-1
Molecular Formula: C₈H₁₁NO
Molecular Weight: 137.18
Molecular Structure:
EINECS: 227-735-1
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 12.47 Å²
Index of Refraction: 1.553
Molar Refractivity: 42.54 cm³
Molar Volume: 132.8 cm³
Surface Tension: 34.8 dyne/cm
Density: 1.032 g/cm³
Flash Point: 87.2 °C
Enthalpy of Vaporization: 48.98 kJ/mol
Boiling Point: 252.4 °C at 760 mmHg
Vapour Pressure: 0.0194 mmHg at 25°C
Melting Point: 33-36 °C(lit.)
Appearance: white to greyish-brown crystal. low melting mass
SMILES: O(c1ccc(NC)cc1)C
InChI: InChI=1/C8H11NO/c1-9-7-3-5-8(10-2)6-4-7/h3-6,9H,1-2H3
InChIKey: JFXDIXYFXDOZIT-UHFFFAOYAN
Std. InChI: InChI=1S/C8H11NO/c1-9-7-3-5-8(10-2)6-4-7/h3-6,9H,1-2H3
Std. InChIKey: JFXDIXYFXDOZIT-UHFFFAOYSA-N
Product Categories of N-Methyl-4-anisidine (CAS NO.5961-59-1): Aromatics

N-Methyl-4-anisidine Safety Profile

Safety Information about N-Methyl-4-anisidine (CAS NO.5961-59-1):
Hazard Codes: Harmful Xn
Risk Statements: 20/21/22
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 22-24/25-36/37
S22:Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
S36/37: Wear suitable protective clothing and gloves.
WGK Germany: 3
F: 10

N-Methyl-4-anisidine Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store in a cool, dry place. Store in a tightly closed container.

Product Name

N-METHYL-P-ANISIDINE

Synthetic route

N-Methyl-4-anisidine Chemical Properties

N-Methyl-4-anisidine Safety Profile

N-Methyl-4-anisidine Specification

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