Product Name

  • Name

    2-Methyl-4-methoxybenzenamine

  • EINECS 203-036-7
  • CAS No. 102-50-1
  • Article Data32
  • CAS DataBase
  • Density 1.065 g/cm3
  • Solubility insoluble,
  • Melting Point 13-14 °C(lit.)
  • Formula C8H11NO
  • Boiling Point 249.4 °C at 760 mmHg
  • Molecular Weight 137.181
  • Flash Point 113.5 °C
  • Transport Information
  • Appearance brick red crystals or liquid
  • Safety 26-36/37/39-53-45
  • Risk Codes 36/37/38-40-45
  • Molecular Structure Molecular Structure of 102-50-1 (2-Methyl-4-methoxybenzenamine)
  • Hazard Symbols IrritantXi,HarmfulXn,ToxicT
  • Synonyms p-Anisidine,2-methyl- (7CI,8CI);2-Amino-5-methoxytoluene;2-Methyl-4-(methyloxy)aniline;2-Methyl-4-anisidine;2-Methyl-4-methoxyaniline;2-Methyl-4-methoxybenzenamine;2-Methyl-p-anisidine;4-Methoxy-2-methylaniline;4-Methoxy-2-methylbenzenamine;4-Methoxy-o-toluidine;NSC 66563;[2-Methyl-4-(methyloxy)phenyl]amine;
  • PSA 35.25000
  • LogP 2.16700

Synthetic route

5-methoxy-2-nitrotoluene
5367-32-8

5-methoxy-2-nitrotoluene

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide In isopropyl alcohol under 2327.2 Torr;98.5%
With sodium formate In ethanol at 85℃; for 1h;87%
With tetrahydroxydiboron; water at 80℃; for 8h;80%
4-methoxy-2-methylphenyl boronic acid
208399-66-0

4-methoxy-2-methylphenyl boronic acid

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃; for 16h;89%
4-bromo-3-methylanisole
27060-75-9

4-bromo-3-methylanisole

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
With ammonium sulfate; (R)-(-)-1-[(SP)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; bis(tri-ortho-tolylphosphine)palladium(0); sodium t-butanolate In 1,4-dioxane at 100℃; for 6h; Inert atmosphere; Glovebox;80%
With ammonium hydroxide; copper(l) iodide; potassium carbonate; 4R-4-hydroxyproline In dimethyl sulfoxide at 70℃; for 36h;77%
1-(4-methoxy-2-methylphenyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester
154876-10-5

1-(4-methoxy-2-methylphenyl)-1,2-hydrazinedicarboxylic acid bis(2,2,2-trichloroethyl) ester

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
With acetic acid; zinc for 0.75h; Ambient temperature;76%
1-chloro-4-methoxy-2-methylbenzene
13334-71-9

1-chloro-4-methoxy-2-methylbenzene

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
With ammonium hydroxide; potassium phosphate; copper(l) iodide; N1,N2-bis(2,4,6-trimethoxyphenyl)oxalamide In water; dimethyl sulfoxide at 120℃; for 48h; Inert atmosphere;64%
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; ammonia; sodium t-butanolate In 1,4-dioxane at 65℃; for 24h; Inert atmosphere; chemoselective reaction;52%
N-(4-methoxy-2-methylphenyl)acetamide
31601-41-9

N-(4-methoxy-2-methylphenyl)acetamide

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
With hydrogenchloride
methanol
67-56-1

methanol

N-(o-tolyl)hydroxylamine
611-22-3

N-(o-tolyl)hydroxylamine

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
With sulfuric acid at 25℃; durch wochenlange Einw.;
para-methoxynitrobenzene
100-17-4

para-methoxynitrobenzene

methylmagnesium chloride
676-58-4

methylmagnesium chloride

A

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

N-methyl-N-(4-methoxyphenyl)amine

B

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
With lithium aluminium tetrahydride; palladium on activated charcoal 1) THF, 20 min, -30 deg C, 2) 20 deg C, 2 h; Yield given. Multistep reaction. Yields of byproduct given;
4-methoxy-2-methyl-acetophenone oxime

4-methoxy-2-methyl-acetophenone oxime

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
With hydrogenchloride
hydrogenchloride
7647-01-0

hydrogenchloride

1-(4-methoxy-2-methyl-phenyl)-ethanone oxime
75112-71-9

1-(4-methoxy-2-methyl-phenyl)-ethanone oxime

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

1-methoxy-3-methyl-benzene
100-84-5

1-methoxy-3-methyl-benzene

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / ZnCl2 / diethyl ether; CH2Cl2 / 0.5 h / 25 °C
2: 76 percent / Zn, glacial acetic acid / 0.75 h / Ambient temperature
View Scheme
3-methyl-4-nitrophenol
2581-34-2

3-methyl-4-nitrophenol

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; xylene
2: tin (II)-chloride; hydrochloric acid
View Scheme
Multi-step reaction with 2 steps
1: alkaline solution
2: tin; hydrochloric acid; alcohol
View Scheme
Multi-step reaction with 2 steps
1: diethyl ether
2: tin; hydrochloric acid
View Scheme
Multi-step reaction with 2 steps
1: (methylation)
2: N2H4*H2O / Raney-Ni
View Scheme
4-acetamido-3-methylphenol
39495-15-3

4-acetamido-3-methylphenol

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: alkali
2: hydrochloric acid
View Scheme
3-methyl-phenol
108-39-4

3-methyl-phenol

KOH

KOH

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HNO3, AcOH
2: (methylation)
3: N2H4*H2O / Raney-Ni
View Scheme
C8H10O2

C8H10O2

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
With glycine ethyl ester hydrochloride; triethylamine In methanol; water at 40℃; Inert atmosphere;
ortho-cresol
95-48-7

ortho-cresol

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: [bis(acetoxy)iodo]benzene / 0 - 20 °C / Inert atmosphere
2: triethylamine; glycine ethyl ester hydrochloride / methanol; water / 40 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: [bis(acetoxy)iodo]benzene / 0.53 h / 0 - 20 °C / Inert atmosphere
1.2: 1 h / 0 - 20 °C / Inert atmosphere
2.1: [bis(acetoxy)iodo]benzene / 0 - 20 °C / Inert atmosphere
3.1: triethylamine; glycine ethyl ester hydrochloride / methanol; water / 40 °C / Inert atmosphere
View Scheme
1-hydroxy-4-methoxy-2-methylbenzene
5307-05-1

1-hydroxy-4-methoxy-2-methylbenzene

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: [bis(acetoxy)iodo]benzene / 0 - 20 °C / Inert atmosphere
2: triethylamine; glycine ethyl ester hydrochloride / methanol; water / 40 °C / Inert atmosphere
View Scheme
4,4-dimethoxy-2-methylcyclohexane-2,5-dien-1-one
57197-11-2

4,4-dimethoxy-2-methylcyclohexane-2,5-dien-1-one

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

Conditions
ConditionsYield
With glycine ethyl ester hydrochloride; triethylamine In methanol; water at 40℃; Inert atmosphere;93 %Spectr.
4-chloro-3-nitropyridine
13091-23-1

4-chloro-3-nitropyridine

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

N-(4-methoxy-2-methylphenyl)-3-nitropyridin-4-amine
1513682-06-8

N-(4-methoxy-2-methylphenyl)-3-nitropyridin-4-amine

Conditions
ConditionsYield
With triethylamine In ethanol at 20℃; for 16h;100%
With triethylamine In ethanol at 20℃; for 16h;100%
With triethylamine In ethanol at 20℃; for 16h;100%
2,5-Dimethylpyrrole
625-84-3

2,5-Dimethylpyrrole

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

1-(4-methoxy-2-methyl-phenyl)-2,5-dimethyl-1H-pyrrole

1-(4-methoxy-2-methyl-phenyl)-2,5-dimethyl-1H-pyrrole

Conditions
ConditionsYield
In various solvent(s) at 110℃; pH=3;99%
phenyl chloroformate
1885-14-9

phenyl chloroformate

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

phenyl N-(4-methoxy-2-methylphenyl)carbamate
1378364-99-8

phenyl N-(4-methoxy-2-methylphenyl)carbamate

Conditions
ConditionsYield
With pyridine In tetrahydrofuran at 0 - 20℃;99%
With pyridine In tetrahydrofuran at 0 - 20℃;81.1%
BOC-glycine
4530-20-5

BOC-glycine

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

[(4-methoxy-2-methylphenylcarbamoyl)methyl]carbamic acid tert-butyl ester
1448525-54-9

[(4-methoxy-2-methylphenylcarbamoyl)methyl]carbamic acid tert-butyl ester

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 5h; Inert atmosphere;99%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 5h;
acetic anhydride
108-24-7

acetic anhydride

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

N-(4-methoxy-2-methylphenyl)acetamide
31601-41-9

N-(4-methoxy-2-methylphenyl)acetamide

Conditions
ConditionsYield
With pyridine at 0 - 20℃; Inert atmosphere;98%
In dichloromethane at 25℃; for 3h; Large scale;91.8%
In dichloromethane at 20℃;82%
diethyl 2-ethoxymethylenemalonate
87-13-8

diethyl 2-ethoxymethylenemalonate

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

diethyl 2-((4-methoxy-2-methylphenylamino)methylene)malonate
384820-97-7

diethyl 2-((4-methoxy-2-methylphenylamino)methylene)malonate

Conditions
ConditionsYield
at 120℃; for 1h;98%
In toluene for 5h; Reflux;14.4 g
2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

(2-methyl-4-methoxyphenyl)diazonium tetrafluoroborate

(2-methyl-4-methoxyphenyl)diazonium tetrafluoroborate

Conditions
ConditionsYield
Stage #1: 2-methyl-4-methoxyaniline With tetrafluoroboric acid at 0℃;
Stage #2: With sodium nitrite at 0 - 20℃; for 3h; Further stages.;
98%
With tetrafluoroboric acid; sodium nitrite at 0℃;96%
Stage #1: 2-methyl-4-methoxyaniline With boron trifluoride diethyl etherate In tetrahydrofuran for 0.0833333h; Cooling with ice;
Stage #2: With tert.-butylnitrite In tetrahydrofuran at 0℃;
90%
Stage #1: 2-methyl-4-methoxyaniline With tetrafluoroboric acid In water at 20℃;
Stage #2: With sodium nitrite In water at 10℃; Cooling with ice;
78%
Stage #1: 2-methyl-4-methoxyaniline With tetrafluoroboric acid In water at 20℃; for 0.166667h;
Stage #2: With sodium nitrite In water at 0 - 20℃; for 1h;
2-bromo-4-methyl-1-(3-methylbut-1-enyl)benzene

2-bromo-4-methyl-1-(3-methylbut-1-enyl)benzene

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

4-methoxy-2-methyl-N-(5-methyl-2-(3-methylbut-1-enyl)phenyl)aniline

4-methoxy-2-methyl-N-(5-methyl-2-(3-methylbut-1-enyl)phenyl)aniline

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium tert-pentoxide; XPhos In 1,4-dioxane at 110℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere;98%
pivaloyl chloride
3282-30-2

pivaloyl chloride

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

4'-methoxy-2'-methylpivalanilide

4'-methoxy-2'-methylpivalanilide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0℃; for 0.5h;97%
With sodium carbonate In dichloromethane; water at 80℃; for 2h;93%
With triethylamine In ethyl acetate
1,3-diphenyl-2-propynone
7338-94-5

1,3-diphenyl-2-propynone

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

(Z)-3-(4-methoxy-2-methylphenylamino)-1,3-diphenylprop-2-en-1-one
1198463-75-0

(Z)-3-(4-methoxy-2-methylphenylamino)-1,3-diphenylprop-2-en-1-one

Conditions
ConditionsYield
In methanol at 80℃; for 1h; Sealed tube;96%
In ethanol Michael Addition; Reflux;96%
1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

N-TMS-4-Methoxy-2-methylaniline
109463-66-3

N-TMS-4-Methoxy-2-methylaniline

Conditions
ConditionsYield
With cyclohexane-1,2-epoxide; lithium iodide; chloro-trimethyl-silane In neat (no solvent) for 1h; Heating;95%
(E)-N'-(2-cyano-4,5-dimethoxyphenyl)-N,N-dimethylformimidamide

(E)-N'-(2-cyano-4,5-dimethoxyphenyl)-N,N-dimethylformimidamide

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

(6,7-dimethoxyquinazolin-4-yl)-(4-methoxy-2-methylphenyl)amine

(6,7-dimethoxyquinazolin-4-yl)-(4-methoxy-2-methylphenyl)amine

Conditions
ConditionsYield
With acetic acid In acetonitrile at 160℃; for 0.166667h; microwave irradiation;95%
2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

(E)-N'-(2-cyano-4-nitrophenyl)-N,N'-dimethylformimidamide

(E)-N'-(2-cyano-4-nitrophenyl)-N,N'-dimethylformimidamide

(4-methoxy-2-methylphenyl)-(6-nitroquinazolin-4-yl)amine

(4-methoxy-2-methylphenyl)-(6-nitroquinazolin-4-yl)amine

Conditions
ConditionsYield
With acetic acid In acetonitrile at 160℃; for 0.166667h; microwave irradiation;95%
chlorobenzene
108-90-7

chlorobenzene

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

Conditions
ConditionsYield
With potassium phosphate; DavePhos; tris(dibenzylideneacetone)dipalladium (0) In toluene at 110℃; for 8h; Buchwald-Hartwig amination;95%
With potassium phosphate; DavePhos; tris-(dibenzylideneacetone)dipalladium(0) In toluene Heating;95%
bromobenzene
108-86-1

bromobenzene

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

Conditions
ConditionsYield
With caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris(dibenzylideneacetone)dipalladium (0) In toluene at 110℃; Buchwald-Hartwig amination;95%
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium(0) In toluene Heating;95%
With potassium phosphate; copper(l) iodide; C18H15N3O2 at 25℃; for 24h; Reagent/catalyst; Temperature; Sealed tube;93%
With potassium phosphate; copper(l) iodide In diethylene glycol at 70℃; for 14h; Sealed tube;93%
5-(4-benzyloxy-benzenesulfonyl)-4-chloro-2-methyl-pyrimidine
796048-82-3

5-(4-benzyloxy-benzenesulfonyl)-4-chloro-2-methyl-pyrimidine

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

[5-(4-Benzyloxybenzenesulfonyl)-2-methylpyrimidin-4-yl]-(4-methoxy-2-methylphenyl)-amine

[5-(4-Benzyloxybenzenesulfonyl)-2-methylpyrimidin-4-yl]-(4-methoxy-2-methylphenyl)-amine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 1h; Heating / reflux;95%
2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

4-methoxy-2-methyl-N-(2-tolyl)aniline
100925-29-9

4-methoxy-2-methyl-N-(2-tolyl)aniline

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium t-butanolate In toluene at 100℃; for 4h;95%
2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

A

4-phenylamino-3-methyl-1-methoxybenzene
41317-15-1

4-phenylamino-3-methyl-1-methoxybenzene

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
A n/a
B 94%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

N-(4-methoxy-2-methylphenyl)-3-oxobutanamide

N-(4-methoxy-2-methylphenyl)-3-oxobutanamide

Conditions
ConditionsYield
With 1,1,1,3',3',3'-hexafluoro-propanol In acetonitrile at 80℃; for 12h; Sealed tube; Green chemistry;94%
2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

N'-(2-cyano-4-methylphenyl)-N,N-dimethylformamidine

N'-(2-cyano-4-methylphenyl)-N,N-dimethylformamidine

(4-methoxy-2-methylphenyl)-(6-methylquinazolin-4-yl)amine

(4-methoxy-2-methylphenyl)-(6-methylquinazolin-4-yl)amine

Conditions
ConditionsYield
With acetic acid In acetonitrile at 160℃; for 0.166667h; microwave irradiation;93%
2,2,2-trifluroethylamine hydrochloride
373-88-6

2,2,2-trifluroethylamine hydrochloride

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

4-methoxy-2-methyl-N-(2,2,2-trifluoroethyl)aniline

4-methoxy-2-methyl-N-(2,2,2-trifluoroethyl)aniline

Conditions
ConditionsYield
Stage #1: 2,2,2-trifluroethylamine hydrochloride With acetic acid; sodium nitrite In dichloromethane; water at 20℃; for 0.5h;
Stage #2: 2-methyl-4-methoxyaniline With C50H23Cl8FeN4O10 In dichloromethane; water for 12.5h;
93%
1,3-dimethoxy-2-hydroxy-benzene
91-10-1

1,3-dimethoxy-2-hydroxy-benzene

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

C16H17NO4

C16H17NO4

Conditions
ConditionsYield
With tert.-butylhydroperoxide; meso-tetraphenylporphyrin iron(III) chloride; 1,1,1,3',3',3'-hexafluoro-propanol at 20℃; regioselective reaction;93%
2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

N'-(2-cyano-3-methylphenyl)-N,N-dimethylformamidine

N'-(2-cyano-3-methylphenyl)-N,N-dimethylformamidine

(4-methoxy-2-methylphenyl)-(5-methylquinazolin-4-yl)amine

(4-methoxy-2-methylphenyl)-(5-methylquinazolin-4-yl)amine

Conditions
ConditionsYield
With acetic acid In acetonitrile at 160℃; for 0.166667h; microwave irradiation;92%
trifluoroacetic acid
76-05-1

trifluoroacetic acid

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

(Z)-2,2,2-trifluoro-N-(4-methoxy-2-methylphenyl)acetimidoyl chloride

(Z)-2,2,2-trifluoro-N-(4-methoxy-2-methylphenyl)acetimidoyl chloride

Conditions
ConditionsYield
With tetrachloromethane; triethylamine; triphenylphosphine for 3h; Heating;92%
With triethylamine; triphenylphosphine In tetrachloromethane for 3h; Heating;92%
Stage #1: trifluoroacetic acid With tetrachloromethane; triethylamine; triphenylphosphine at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: 2-methyl-4-methoxyaniline at 0 - 85℃; Inert atmosphere;
89%
4-Chlorobutanoyl chloride
4635-59-0

4-Chlorobutanoyl chloride

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

1-[2-methyl-4-(methyloxy)phenyl]-2-pyrrolidinone
727993-66-0

1-[2-methyl-4-(methyloxy)phenyl]-2-pyrrolidinone

Conditions
ConditionsYield
Stage #1: 4-Chlorobutanoyl chloride; 2-methyl-4-methoxyaniline With triethylamine In tetrahydrofuran at 0 - 10℃; for 1.5h;
Stage #2: With potassium tert-butylate In tetrahydrofuran at 0 - 10℃; for 2h;
92%
2-azidobenzaldehyde
16714-25-3

2-azidobenzaldehyde

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

2-(4-methoxy-2-methylphenyl)-2H-indazole
1393125-78-4

2-(4-methoxy-2-methylphenyl)-2H-indazole

Conditions
ConditionsYield
at 100℃; under 10343.2 Torr; Microwave irradiation;92%
2,3-diethynylquinoxaline
91-19-0

2,3-diethynylquinoxaline

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

2-(4-methoxy-2-methylphenyl)quinoxaline

2-(4-methoxy-2-methylphenyl)quinoxaline

Conditions
ConditionsYield
Stage #1: 2-methyl-4-methoxyaniline With tetrafluoroboric acid; tert.-butylnitrite In ethanol; water at 0 - 20℃;
Stage #2: 2,3-diethynylquinoxaline With tetrabutylammonium tetrafluoroborate; trifluoroacetic acid In acetonitrile at 20℃; for 4.5h; Electrochemical reaction;
92%
allyl acetoacetate
1118-84-9

allyl acetoacetate

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

N-(4-methoxy-2-methylphenyl)-3-oxobutanamide

N-(4-methoxy-2-methylphenyl)-3-oxobutanamide

Conditions
ConditionsYield
With 1,1,1,3',3',3'-hexafluoro-propanol In acetonitrile at 80℃; for 12h; Sealed tube; Green chemistry;92%
sodium carbonate
497-19-8

sodium carbonate

chlorobenzene
108-90-7

chlorobenzene

2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

2-(4-methoxy-2-methylphenylamino)benzoic acid

2-(4-methoxy-2-methylphenylamino)benzoic acid

Conditions
ConditionsYield
Stage #1: sodium carbonate; chlorobenzene With copper In N,N-dimethyl-formamide; toluene for 0.25h; Reflux;
Stage #2: 2-methyl-4-methoxyaniline In N,N-dimethyl-formamide; toluene under 760.051 Torr; for 10.6h; Reagent/catalyst; Solvent; Reflux;
91.47%

4-Methoxy-2-methylaniline Chemical Properties

MF: C8H11NO
MW: 137.18
EINECS: 203-036-7
2-METHYL-p-ANISIDINE(102-50-1),Its melting point is about  13-14 °C(lit.);boiling point is  248-249 °C(lit.);density is 1.065 g/mL at 25 °C(lit.) .Following is the molecular structure of 2-METHYL-p-ANISIDINE(102-50-1):

4-Methoxy-2-methylaniline Uses

2-METHYL-p-ANISIDINE(102-50-1) can be used as medicine and dye intermediates.

4-Methoxy-2-methylaniline Toxicity Data With Reference

1.   

otr-rat:emb 51,500 ng/plate

   JJATDK    JAT, Journal of Applied Toxicology. 1 (1981),190.

RTECS  :BZ6730000

4-Methoxy-2-methylaniline Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 27 ,1982,p. 91.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Bioassay (gavage); Clear Evidence: rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-105 ,1978. ; (gavage); Inadequate Studies: mouse NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-105 ,1978. . Reported in EPA TSCA Inventory.

4-Methoxy-2-methylaniline Safety Profile

Suspected carcinogen with experimental carcinogenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Other safty informations about 2-METHYL-p-ANISIDINE(102-50-1):
Hazard Codes:  Xi,Xn,T (Irritant;Harmful;Toxic)
Risk Statements :
R36/37/38:Irritating to eyes, respiratory system and skin
R40:Limited evidence of a carcinogenic effect
R45 :May cause cancer
Safety Statements :
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection
S53:Avoid exposure - obtain special instruction before use 
S45 :In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR : 2810
WGK Germany : 3
 

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