Product Name

  • Name

    o-Anisidine

  • EINECS 201-963-1
  • CAS No. 90-04-0
  • Article Data321
  • CAS DataBase
  • Density 1.092 g/cm3
  • Solubility water: 13g/L (20 °C)
  • Melting Point 3-6 °C
  • Formula C7H9NO
  • Boiling Point 225 °C
  • Molecular Weight 123.155
  • Flash Point 107 °C
  • Transport Information UN 2431 6.1/PG 3
  • Appearance light red or light yellow oily liquid
  • Safety 53-45
  • Risk Codes 45-23/24/25-68
  • Molecular Structure Molecular Structure of 90-04-0 (o-Anisidine)
  • Hazard Symbols ToxicT,IrritantXi
  • Synonyms o-Anisidine;o-Anisidine(8CI);1-Amino-2-methoxybenzene;2-Aminoanisole;2-Aminomethoxybenzene;2-Methoxy-1-aminobenzene;2-Methoxyaniline;2-Methoxybenzenamine;2-Methoxyphenylamine;NSC 3122;o-Aminoanisole;o-Aminomethoxybenzene;o-Methoxyaniline;o-Methoxyphenylamine;
  • PSA 35.25000
  • LogP 1.85860

Synthetic route

2-bromoanisole
578-57-4

2-bromoanisole

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With bis(tri-ortho-tolylphosphine)palladium(0); (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 100℃; for 12h; Inert atmosphere;95%
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;94%
With [N,N'-bis(5-sulfonatosalicylidene)-1,2-diaminoethane]copper disodium salt; ammonia; sodium hydroxide In water at 120℃; for 12h; sealed tube;90%
2-Nitroanisole
91-23-6

2-Nitroanisole

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With borane-ammonia complex In methanol; water at 20℃; for 0.0833333h;99%
With hydrogen In neat (no solvent) at 59.84℃; under 30003 Torr; for 3.5h; Autoclave;99.1%
With sodium tetrahydroborate In methanol; water at 20℃; for 0.0833333h; Sealed tube; Green chemistry;99%
4-iodoanisol
529-28-2

4-iodoanisol

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;95%
With ammonium hydroxide; caesium carbonate In acetonitrile for 7h; Reflux; Green chemistry;91%
With iron(III) oxide; sodium hydroxide; copper(l) iodide; ammonia In ethanol; water at 90℃; for 16h;90%
2-Chloroanisole
766-51-8

2-Chloroanisole

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); lithium hexamethyldisilazane; CyJohnPhos; 1,1,1-triphenylsilylamine In toluene at 100℃; for 17h;98%
With bis(tri-ortho-tolylphosphine)palladium(0); (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 100℃; for 24h; Inert atmosphere;89%
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 20℃; for 14h; Inert atmosphere; chemoselective reaction;88%
2-methoxylphenyl azide
20442-97-1

2-methoxylphenyl azide

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With zinc(II) tetrahydroborate In 1,2-dimethoxyethane for 3h; Ambient temperature;89%
Stage #1: 2-methoxylphenyl azide With hydrazine hydrate for 0.166667h; Inert atmosphere;
Stage #2: for 12h; Irradiation; chemoselective reaction;
87%
With water for 5h; Inert atmosphere; UV-irradiation; Sealed tube; chemoselective reaction;66%
2-Chloroanisole
766-51-8

2-Chloroanisole

A

N,N-bis(2-methoxyphenyl)amine
7287-75-4

N,N-bis(2-methoxyphenyl)amine

B

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With ((+/-)-binap)Ni[P(OPh)3]2*2PhCH3; ammonia; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In 1,4-dioxane at 120℃; for 18h; Inert atmosphere; Sealed tube;A n/a
B 70%
With C28H30Cl5N3Pd; ammonia; lithium isopropoxide; sodium t-butanolate In 1,4-dioxane at 100℃; for 2h; Reagent/catalyst; Inert atmosphere; Schlenk technique;A n/a
B 68%
1-(2-methoxyphenyl)ethanol
13513-82-1

1-(2-methoxyphenyl)ethanol

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With sodium azide; trifluoroacetic acid In hexane at 40℃; for 4h; Sealed tube;60%
With sodium azide; methanesulfonic acid; trifluoroacetic acid In hexane at 40℃; for 10h;60%
2-Nitroanisole
91-23-6

2-Nitroanisole

A

2-methoxycyclohexanamine
4342-43-2

2-methoxycyclohexanamine

B

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With hydrogen In ethanol at 100℃; under 22502.3 Torr; for 10h; Autoclave;
methoxybenzene
100-66-3

methoxybenzene

A

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

B

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; tert-butyl N-tosyloxycarbamate at 20℃; for 12h; chemoselective reaction;A 37%
B 37%
With titanium; sulfuric acid; hydroxylamine In water; acetonitrile at 40℃; Electrochemical reaction;
With sulfuric acid; titanium(IV); hydroxylamine; acetic acid In water at 40℃; Electrochemical reaction; Inert atmosphere;
2-Nitroanisole
91-23-6

2-Nitroanisole

isopropyl alcohol
67-63-0

isopropyl alcohol

A

C10H21NO

C10H21NO

B

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With hydrogen In water at 130℃; under 3750.38 Torr; for 10h; Molecular sieve; Autoclave;
C23H32NO3PolSi

C23H32NO3PolSi

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 16h; Polystyrene;52%
2-amino-phenol
95-55-6

2-amino-phenol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With tetrabutylammomium bromide at 105℃; for 0.283333h; Reagent/catalyst; Temperature;93%
3,5-dichloroiodobenzene
3032-81-3

3,5-dichloroiodobenzene

5-[(2-methoxyphenyl)amino]pyrrolidin-2-one

5-[(2-methoxyphenyl)amino]pyrrolidin-2-one

A

1-(3,5-dichlorophenyl)-5-[(2-methoxyphenyl)amino]pyrrolidin-2-one

1-(3,5-dichlorophenyl)-5-[(2-methoxyphenyl)amino]pyrrolidin-2-one

B

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

C

2,2'-dimethoxyazobenzene
613-55-8, 18978-15-9, 19129-74-9

2,2'-dimethoxyazobenzene

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine In 1,4-dioxane at 60℃; for 14h; Goldberg Reaction; Inert atmosphere;A 25%
B 30%
C 26%
C20H23NO4

C20H23NO4

A

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

B

1-phenyl-2-hydroxyethanone
582-24-1

1-phenyl-2-hydroxyethanone

Conditions
ConditionsYield
With formic acid; 10-mesityl-10H-phenothiazine; ascorbic acid In water; acetonitrile at 20℃; for 4h; Inert atmosphere; Irradiation; Sealed tube;A 76%
B 51%
2,2'-dimethoxyazobenzene
613-55-8, 18978-15-9, 19129-74-9

2,2'-dimethoxyazobenzene

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With ammonium bromide; aluminium In methanol for 0.25h; sonication;90%
With 4,4'-di-tert-butylbiphenyl; lithium; nickel dichloride In tetrahydrofuran at 20℃; Reduction;74%
With SO2 In hydrogenchloride in the presence of I2, HI, or KI;
formic acid o-anisidide
23896-88-0

formic acid o-anisidide

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With water; sodium hydroxide In ethanol at 65 - 70℃; for 1h;96%
With sodium hydroxide In ethanol; water at 40℃; Kinetics;
C22H19NO4

C22H19NO4

A

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

B

1-phenyl-2-hydroxyethanone
582-24-1

1-phenyl-2-hydroxyethanone

Conditions
ConditionsYield
With formic acid; 10-mesityl-10H-phenothiazine; ascorbic acid In water; acetonitrile at 20℃; for 4h; Inert atmosphere; Irradiation; Sealed tube;A 70%
B 73%
formic acid
64-18-6

formic acid

2-Nitroanisole
91-23-6

2-Nitroanisole

A

formic acid o-anisidide
23896-88-0

formic acid o-anisidide

B

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
platinum on charcoal; sulfided; vanadia In water at 90 - 95℃; for 2.5h;A 24.8%
B 62.8%
1,2-dimethoxyethane
110-71-4

1,2-dimethoxyethane

methylene chloride
74-87-3

methylene chloride

2-amino-phenol
95-55-6

2-amino-phenol

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With sodium methylate In methanol67.8%
2-Methoxyphenylboronic acid
5720-06-9

2-Methoxyphenylboronic acid

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With N-Bromosuccinimide; CYANAMID; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃; for 1h; chemoselective reaction;88%
With sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃; for 16h;80%
With N-Bromosuccinimide; N-methoxylamine hydrochloride; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃;79%
2-methoxycyclohexanone
7429-44-9

2-methoxycyclohexanone

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

Conditions
ConditionsYield
With ethene; 5%-palladium/activated carbon; ammonium acetate; potassium carbonate In acetonitrile at 90℃; under 760.051 Torr; for 15h; Reagent/catalyst; Schlenk technique;84%
With styrene; ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 130℃; for 20h; Sealed tube; Inert atmosphere;72%
acetic anhydride
108-24-7

acetic anhydride

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

2-methoxyacetanilide
93-26-5

2-methoxyacetanilide

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere;100%
With cadmium(II) oxide at 80℃; for 0.166667h; Neat (no solvent); Microwave irradiation;98%
With tris(pentafluorophenyl)borate In neat (no solvent) at 20℃; for 0.0166667h; Green chemistry;95%
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

acetyl chloride
75-36-5

acetyl chloride

2-methoxyacetanilide
93-26-5

2-methoxyacetanilide

Conditions
ConditionsYield
With triethylamine In dichloromethane for 2h;100%
With hydroxyapatite supported copper(I) oxide In acetonitrile at 50℃; for 0.0833333h;91%
With triethylamine at 0 - 20℃; for 3h;90%
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

N-(2-methoxyphenyl)benzenesulfonamide
21226-32-4

N-(2-methoxyphenyl)benzenesulfonamide

Conditions
ConditionsYield
With pyridine for 12h; Ambient temperature;100%
With sodium hydroxide at 20℃; for 1h; Addition;85%
51%
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

2-chloro-ethanol
107-07-3

2-chloro-ethanol

2-[2-hydroxyethyl-(2-methoxyphenyl)amino]ethanol
28005-76-7

2-[2-hydroxyethyl-(2-methoxyphenyl)amino]ethanol

Conditions
ConditionsYield
With calcium carbonate In water at 110℃; for 72h;100%
With potassium carbonate at 95℃; for 22h;98%
With potassium carbonate88%
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

diethyl 2-ethoxymethylenemalonate
87-13-8

diethyl 2-ethoxymethylenemalonate

2-[(2-methoxyphenylamino)-methylene]-malonic acid diethyl ester
104007-09-2

2-[(2-methoxyphenylamino)-methylene]-malonic acid diethyl ester

Conditions
ConditionsYield
In ethanol at 90℃; for 18h;100%
at 130℃;99%
In neat (no solvent) at 120℃; for 0.75h;98%
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

2-Nitroanisole
91-23-6

2-Nitroanisole

Conditions
ConditionsYield
With Oxone; potassium hydroxide; disodium hydrogenphosphate; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water; acetone at 0℃; for 0.75h; pH=7.5-8.5;100%
With tert.-butylhydroperoxide; 3 A molecular sieve; zirconium(IV) tert-butoxide In dichloromethane for 2h; Ambient temperature;85%
With dihydrogen peroxide; acetonitrile In aq. buffer at 20℃; for 1h; pH=11; Green chemistry;84%
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

N-(2-methoxyphenyl)-2,2,2-trifluoro-acetamide
14815-12-4

N-(2-methoxyphenyl)-2,2,2-trifluoro-acetamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 0.75h;100%
With pyridine In dichloromethane at 0 - 20℃; for 72h; Inert atmosphere;99%
In diethyl ether
Stage #1: 2-methoxy-phenylamine With pyridine In dichloromethane at 0℃; for 0.5h;
Stage #2: trifluoroacetic anhydride In dichloromethane at 0 - 30℃; for 1.25h;
With pyridine In dichloromethane at 0 - 20℃; for 1.25h;
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

2-methoxylphenyl azide
20442-97-1

2-methoxylphenyl azide

Conditions
ConditionsYield
With tert.-butylnitrite; trimethylsilylazide In acetonitrile at 20℃; for 1h; Inert atmosphere;100%
Stage #1: 2-methoxy-phenylamine With sulfuric acid; sodium nitrite In water; acetic acid at 0 - 5℃; for 0.166667h;
Stage #2: With sodium azide In water; acetic acid at 0 - 5℃; for 3h;
99%
Stage #1: 2-methoxy-phenylamine With hydrogenchloride; sodium nitrite In water at 0℃; Inert atmosphere;
Stage #2: With sodium azide; sodium carbonate In water at 0 - 20℃; pH=7 -Ca. 8; Inert atmosphere;
96.9%
2-Thiophenecarbonyl chloride
5271-67-0

2-Thiophenecarbonyl chloride

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

N-(2-methoxyphenyl)-2-thiophenecarboxamide
136340-86-8

N-(2-methoxyphenyl)-2-thiophenecarboxamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
In toluene
pivaloyl chloride
3282-30-2

pivaloyl chloride

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

N-(2-methoxyphenyl)pivalamide
33768-49-9

N-(2-methoxyphenyl)pivalamide

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; ethyl acetate at 20℃; for 6h;100%
With sodium carbonate In dichloromethane Ambient temperature;98%
With triethylamine In diethyl ether for 16h; Ambient temperature;98%
3,3-dimethyldioxirane
74087-85-7

3,3-dimethyldioxirane

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

2-Nitroanisole
91-23-6

2-Nitroanisole

Conditions
ConditionsYield
With potassium hydroxide; disodium hydrogenphosphate; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; acetone other substituted anilines;100%
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

N-m,p-dimethoxybenzylidene-o-anisidine
82363-28-8

N-m,p-dimethoxybenzylidene-o-anisidine

Conditions
ConditionsYield
In toluene Heating;100%
In neat (no solvent) Time; Irradiation; Green chemistry;72.6%
With 5A molecular sieve In toluene for 4h;
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

propynoic acid ethyl ester
623-47-2

propynoic acid ethyl ester

ethyl 3-<(2-methoxyphenyl)amino>acrylate
115607-78-8

ethyl 3-<(2-methoxyphenyl)amino>acrylate

Conditions
ConditionsYield
In ethanol for 3h; Heating;100%
2-(vinyloxy)ethyl isothiocyanate
59565-09-2

2-(vinyloxy)ethyl isothiocyanate

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

1-(2-Methoxy-phenyl)-3-(2-vinyloxy-ethyl)-thiourea

1-(2-Methoxy-phenyl)-3-(2-vinyloxy-ethyl)-thiourea

Conditions
ConditionsYield
at 38℃;100%
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

4,5,6,7-Tetrahydro-1H-benzoimidazole-5-carbonyl chloride; compound with sulfuric acid

4,5,6,7-Tetrahydro-1H-benzoimidazole-5-carbonyl chloride; compound with sulfuric acid

N-(2-methoxyphenyl)-4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxamide
131019-88-0

N-(2-methoxyphenyl)-4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxamide

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 2h; Ambient temperature;100%
In 1,2-dichloro-ethane for 2h; Ambient temperature; Yield given;
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

tert-butyl 2-methoxyphenylcarbamate
154150-18-2

tert-butyl 2-methoxyphenylcarbamate

Conditions
ConditionsYield
In tetrahydrofuran Heating;100%
In tetrahydrofuran Inert atmosphere; Reflux;100%
In tetrahydrofuran for 17h; Ambient temperature;99%
cyclohexane-1,2-epoxide
286-20-4

cyclohexane-1,2-epoxide

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

1-trans-2-(2-methoxyphenylamino)cyclohexanol

1-trans-2-(2-methoxyphenylamino)cyclohexanol

Conditions
ConditionsYield
With zirconium(IV) chloride at 20℃; for 0.25h;100%
With niobium pentachloride In dichloromethane at 20℃; for 3h;91%
cadmium(II) chloride In dichloromethane at 20℃; for 3h;91%
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

trifluoromethyl dihydro-1,4-dioxin-3-carbonyl chloride

trifluoromethyl dihydro-1,4-dioxin-3-carbonyl chloride

5,6-dihydro-N-(2-methoxy)phenyl-2-trifluoromethyl-1,4-dioxin-3-carboxamide

5,6-dihydro-N-(2-methoxy)phenyl-2-trifluoromethyl-1,4-dioxin-3-carboxamide

Conditions
ConditionsYield
Stage #1: trifluoromethyl dihydro-1,4-dioxin-3-carbonyl chloride With pyridine; polystyrene-bound 4-hydroxy-3-nitrobenzophenone In dichloromethane at 20℃; for 24h; Acylation;
Stage #2: 2-methoxy-phenylamine With triethylamine In acetonitrile for 2.5h; Acylation; Heating;
100%
furfural
98-01-1

furfural

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

N-[(furan-2-yl)methylene]-2-methoxybenzenamine
14744-30-0

N-[(furan-2-yl)methylene]-2-methoxybenzenamine

Conditions
ConditionsYield
In methanol at 20℃; for 24h;100%
In water at 20℃; for 2h;58%
In dichloromethane for 0.5h;
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

1-Isocyanato-2-methoxy-benzene
700-87-8

1-Isocyanato-2-methoxy-benzene

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
In dichloromethane at 20℃; for 1.5h;
In dichloromethane at 0℃; for 0.5h;
With triethylamine In 1,2-dichloro-ethane at 0 - 85℃; for 8.5h; Inert atmosphere;
With triethylamine In 1,2-dichloro-ethane at 0 - 85℃; for 8.5h; Inert atmosphere;
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

OCHC6H3(OH)CH2C(CH2)CH2C6H3(OH)CHO
324541-89-1

OCHC6H3(OH)CH2C(CH2)CH2C6H3(OH)CHO

C32H30N2O4

C32H30N2O4

Conditions
ConditionsYield
In methanol100%
iodobenzene
591-50-4

iodobenzene

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

2-methoxy-N-phenylaniline
1207-92-7

2-methoxy-N-phenylaniline

Conditions
ConditionsYield
With 1,1'-bis(diphenylphosphino)ferrocene; tris(dibenzylideneacetone)dipalladium (0); sodium t-butanolate In toluene at 110℃; for 12h;100%
With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate In toluene at 100℃; for 24h; Schlenk technique; Inert atmosphere;100%
With potassium hydroxide; copper(II) oxide In dimethyl sulfoxide at 110℃; for 1.7h;98%
styrene oxide
96-09-3

styrene oxide

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

2-((2-methoxyphenyl)amino)-2-phenylethan-1-ol

2-((2-methoxyphenyl)amino)-2-phenylethan-1-ol

Conditions
ConditionsYield
With zirconium(IV) chloride at 20℃; for 0.25h;100%
With activated-[Zr6O4(OH)4(BDC-C5H4NOS)6]*4.5H2O*3.5DMF In neat (no solvent) at 20℃; for 12h; regioselective reaction;95%
With niobium pentachloride In dichloromethane at 20℃; for 1.5h;91%
With tungstophosphoric acid In dichloromethane at 20℃; for 3h;85%
With zirconyl triflate In acetonitrile at 20℃; for 1h; regioselective reaction;82%
propyl cyanide
109-74-0

propyl cyanide

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

butyl-(2-methoxy-phenyl)amine
65570-20-9

butyl-(2-methoxy-phenyl)amine

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; for 3.5h;100%
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

propiononitrile
107-12-0

propiononitrile

A

2-methoxy-N,N-dipropyl aniline
107411-34-7

2-methoxy-N,N-dipropyl aniline

B

2-methoxy-N-propylaniline
139944-56-2

2-methoxy-N-propylaniline

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃; for 3.1h;A n/a
B 100%
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

pivalaldehyde
630-19-3

pivalaldehyde

N-(2-methoxyphenyl)-2,2-dimethylpropionaldehyde imine

N-(2-methoxyphenyl)-2,2-dimethylpropionaldehyde imine

Conditions
ConditionsYield
With 4 A molecular sieve In toluene at 20℃; for 24h; Condensation;100%
In dichloromethane at 20℃; for 18h; Molecular sieve;
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

C13H15NO5

C13H15NO5

Conditions
ConditionsYield
at 20℃; for 0.133333h; Milling; Inert atmosphere;100%
In methanol for 5h; Heating / reflux;85%
In methanol at 5 - 20℃;
pyridine-4-carbaldehyde
872-85-5

pyridine-4-carbaldehyde

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

N-(4-pyridylmethylidene)-2-methoxyaniline

N-(4-pyridylmethylidene)-2-methoxyaniline

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 12h;100%
2-thienylacetic acid chloride
39098-97-0

2-thienylacetic acid chloride

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

C13H13NO2S

C13H13NO2S

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;100%
2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

propynoic acid ethyl ester
623-47-2

propynoic acid ethyl ester

ethyl 3-(2-methoxyphenylamino)acrylate
142781-90-6

ethyl 3-(2-methoxyphenylamino)acrylate

Conditions
ConditionsYield
In ethanol100%

o-Anisidine Specification

The o-Anisidine with CAS registry number of 90-04-0 is also known as 1-Amino-2-methoxybenzene. The IUPAC name is 2-Methoxyaniline. It belongs to product categories of Intermediates of Dyes and Pigments; Intermediates. Its EINECS registry number is 201-963-1. In addition, the formula is C7H9NO and the molecular weight is 123.15. This chemical is a light red or light yellow oily liquid and should be stored in dry, ventilated place without sunlight, moisture and heat.

Physical properties about o-Anisidine are: (1)XLogP3: 1.2; (2)H-Bond Donor: 1; (3)H-Bond Acceptor: 2; (4)Rotatable Bond Count: 1; (5)Exact Mass: 123.068414; (6)MonoIsotopic Mass: 123.068414; (7)Topological Polar Surface Area: 35.2; (8)Heavy Atom Count: 9; (9)Complexity: 85; (10)Covalently-Bonded Unit Count: 1.

Preparation of o-Anisidine: it is prepared by reduction of o-nitrophenyl ether. The o-nitrophenyl ether can be obtained by oxy reaction of o-chlorotoluene. Sodium sulfide or iron can be used as reducing agent. The process is as follows. The first step at 70-78 °C and the second step at 118-120 °C.

(1) C6H4NClO2+CH3OH+NaOH→C7H7NO3+NaCl+H2O (2) 4C7H7NO3+6Na2S+7H2O→C7H6NO+3Na2S3O3+6NaOH

Uses of o-Anisidine: it can be used for making dyes, azoic dyes and naphthol as-ol and other dyes. It also can be used as dyes intermediate. Besides, it is used as reagent for testing codeine and alkaloid. What's more, this chemical is used to prepare pyridine-2-carboxylic acid o-anisidide by reaction with pyridine-2-carbonyl chloride. The reation needs reagent pyridine and the yield is about 40%.

o-Anisidine is used to prepare pyridine-2-carboxylic acid o-anisidide by reaction with pyridine-2-carbonyl chloride.

When you are using this chemical, please be cautious about it. As a chemical, it is toxic by inhalation, in contact with skin and if swallowed. It has possible risk of irreversible effects and may cause cancer. During using it, obtain special instructions before use. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: COC1=CC=CC=C1N
2. InChI: InChI=1S/C7H9NO/c1-9-7-5-3-2-4-6(7)8/h2-5H,8H2,1H3
3. InChIKey: VMPITZXILSNTON-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 422mg/kg (422mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
mouse LD50 oral 1400mg/kg (1400mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES

BLOOD: NORMOCYTIC ANEMIA

BLOOD: OTHER CHANGES
IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. Vol. 27, Pg. 63, 1982.
rabbit LD50 oral 870mg/kg (870mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES

BLOOD: OTHER CHANGES

BLOOD: NORMOCYTIC ANEMIA
IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. Vol. 27, Pg. 63, 1982.
rat LD50 oral 1150mg/kg (1150mg/kg)   Trudy Leningradskogo Sanitarno-Gigienicheskogo Meditsinskogo Instituta. Vol. 128, Pg. 14, 1979.

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