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104-94-9 Usage

Chemical Properties

Anisidine exists as ortho-, meta-, and paraisomers. They have characteristic amine (fishy) odors.

General Description

Brown crystals or dark brown solid. Characteristic amine odor.

Environmental fate

Chemical/Physical. Releases toxic nitrogen oxides when heated to decomposition (Sax and Lewis, 1987).

Reactivity Profile

p-Anisidine may be sensitive to heat, light and moisture. Reacts with acids, acid chlorides, acid anhydrides, chloroformates and strong oxidizing agents. Incompatible with alkaline materials. Incompatible with aldehydes, ketones and nitrates.

Carcinogenicity

Available data were inadequate to evaluate the carcinogenicity of p-anisidine.

Waste Disposal

Dissolve in combustible solvent (alcohols, benzene, etc.) and spray solution into furnace equipped with afterburner and scrubber, or burn spill residue on sand and soda ash absorbent in a furnace.

Safety Profile

Moderately toxic by several routes. A mild sensitizer. May cause a contact dermatitis. Mutation data reported. Questionable carcinogen. See also ANILINE. When heated to decomposition it emits toxic fumes of Nox

Synthesis Reference(s)

Journal of the American Chemical Society, 99, p. 98, 1977 DOI: 10.1021/ja00443a018The Journal of Organic Chemistry, 49, p. 1434, 1984 DOI: 10.1021/jo00182a023Tetrahedron Letters, 21, p. 2603, 1980 DOI: 10.1016/S0040-4039(00)92816-8

Hazard

Strong irritant. Toxic when absorbed through the skin. Questionable carcinogen.

Chemical Properties

grey to brown crystalline powder, granules

Potential Exposure

Anisidines are used in the manufacture of azo dyes; pharmaceuticals; textile-processing chemicals Incompatibilities: Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine,bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Attacks some coatings and some forms of plastic and rubber.

Shipping

UN2431 Anisidines, Hazard Class: 6.1; Labels: 6.1-Poisonous materials

Purification Methods

Crystallise p-anisidine from H2O or aqueous EtOH. Dry it in a vacuum oven at 35o for 6hours and store it in a dry box. [More et al. J Am Chem Soc 108 2257 1986.] Purify it also by vacuum sublimation [Guarr et al. J Am Chem Soc 107 5104 1985]. [Beilstein 13 IV 1015.]

Uses

In the preparation of azo dyes; corrosion inhibitor; chemical intermediate

Air & Water Reactions

Insoluble in water.

Physical properties

Yellow to light brown powder, leaflets, solid or crystals with a characteristic amine or ammonialike odor

Uses

p-Anisidine is used mostly for producing dyes, and some smaller quantities are employed in making pharmaceuticals and liquid crystals.

Fire Hazard

p-Anisidine is flammable.

Uses

p-Anisidine is used as a reagent to indicate the secondary stage of the oxidation, it is one of the three possible isomers of the Anisidine or methoxyaniline. The other two isomers are o-Anisidine (2-methoxyaniline) and m-Anisidine (3-methoxyaniline). The p-anisidine is widely used as an intermediate in the production of numerous azo and triphenylmethane dyes, and pigments. It is also used in the production of pharmaceuticals including the guaiacol expectorant, as an antioxidant for polymercaptan resins, and as a corrosion inhibitor for steel. Apart from the beneficial use of p-anisidine, it is toxic for human beings. The acute exposure may cause skin irritation, whereas the chronic exposure may cause headaches, vertigo, and blood complications like sulfhemoglobin, and methemoglobin. The oral exposure to anisidine hydrochloride resulted in cancer of the urinary bladder in male and female rats. https://www.longdom.org/open-access/physicochemical-and-spectroscopic-characterization-of-biofield-energytreated-panisidine-paco-1000102.pdf
InChI:InChI=1/C7H9NO/c1-9-7-4-2-3-6(8)5-7/h2-5H,8H2,1H3

104-94-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (A0802)  p-Anisidine  >98.0%(GC)(T) 104-94-9 25g 150.00CNY Detail
TCI America (A0802)  p-Anisidine  >98.0%(GC)(T) 104-94-9 500g 490.00CNY Detail
Alfa Aesar (A10946)  p-Anisidine, 99%    104-94-9 100g 100.0CNY Detail
Alfa Aesar (A10946)  p-Anisidine, 99%    104-94-9 500g 447.0CNY Detail
Alfa Aesar (A10946)  p-Anisidine, 99%    104-94-9 1000g 670.0CNY Detail

104-94-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name p-Anisidine

1.2 Other means of identification

Product number -
Other names 4-Methoxyaniline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:104-94-9 SDS

104-94-9Synthetic route

para-methoxynitrobenzene
100-17-4

para-methoxynitrobenzene

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With carbon monoxide; water; [Ru(cyclo-octa-1,5-diene)(pyridine)4][BPh4]2 In tetrahydrofuran at 170℃; for 20h;100%
With hydrogen In ethyl acetate at 20℃; under 7600.51 Torr; for 4h; chemoselective reaction;100%
With hydrogen In methanol at 20℃; for 2h;100%
4-methoxyacetanilide
51-66-1

4-methoxyacetanilide

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With ammonium bromide; ethylenediamine at 70℃; for 5h; Microwave irradiation;100%
With ammonium bromide; ethylenediamine at 70℃; for 5h; Microwave irradiation; Inert atmosphere; neat (no solvent);99%
Stage #1: 4-methoxyacetanilide With Schwartz's reagent In tetrahydrofuran at 20℃; for 0.0333333h; Inert atmosphere;
Stage #2: With water In tetrahydrofuran Inert atmosphere; chemoselective reaction;
88%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With ammonium hydroxide; copper(l) iodide; N,N-dimethylethylenediamine In dimethyl sulfoxide at 130℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere;99%
With copper(l) iodide; 2-carboxyquinoline N-oxide; potassium carbonate; ammonium hydroxide In dimethyl sulfoxide at 80℃; for 23h; Inert atmosphere;97%
With ammonium hydroxide In water at 20℃; for 9h; Solvent; Reagent/catalyst; Temperature; Green chemistry;96%
p-methoxy-phenylazide
2101-87-3

p-methoxy-phenylazide

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With iron(III) oxide; hydrazine hydrate In water at 120℃; for 1.5h; Inert atmosphere;99%
With iron(III)-acetylacetonate; hydrazine hydrate In methanol at 150℃; for 0.0833333h; Microwave irradiation; chemoselective reaction;98%
With hydrogen; MCM-silylamine Pd(II) In methanol at 20℃; for 1.5h; Reduction;97%
N-(2-hydroxybenzyl)-p-anisidine
52537-88-9

N-(2-hydroxybenzyl)-p-anisidine

A

4-methoxy-aniline
104-94-9

4-methoxy-aniline

B

C21H18O3

C21H18O3

Conditions
ConditionsYield
at 230℃; under 10 Torr; for 0.0833333h; Product distribution; pyrolysis without solvent, isolated as hydrochloride;A 99%
B n/a
benzyl 4-(methoxy)phenylcarbamate
92851-13-3

benzyl 4-(methoxy)phenylcarbamate

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With palladium 10% on activated carbon; silica gel; cyclohexene In methanol at 120℃; for 0.333333h; Flow reactor;99%
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.25h; chemoselective reaction;88%
With boron trifluoride diethyl etherate; ethanethiol for 32h; Ambient temperature;81%
With ammonium formate; palladium on activated charcoal In isopropyl alcohol for 0.05h; Irradiation;
tert-butyl N-(4-methoxyphenyl)carbamate
18437-68-8

tert-butyl N-(4-methoxyphenyl)carbamate

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With water at 100℃; for 6h; Inert atmosphere;99%
In 2,2,2-trifluoroethanol at 150℃; for 2h; microwave irradiation;98%
With kaolin In dichloromethane for 1.5h; deacylation; Heating;97%
4-methoxybenzohydroxamic acid
10507-69-4

4-methoxybenzohydroxamic acid

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 90℃; for 2h; Lossen rearrangement;99%
With potassium carbonate In dimethyl sulfoxide at 90℃; for 2h; Lossen Rearrangement;99%
Stage #1: 4-methoxybenzohydroxamic acid With acetic anhydride; potassium carbonate In dimethyl sulfoxide at 50℃; for 2h; Lossen Rearrangement;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 0℃;
5%
With sodium hydroxide In dimethyl sulfoxide at 80℃; for 1.5h; Lossen rearrangement;
diethyl 2-(((4-methoxyphenyl)amino)methylene)malonate
83507-70-4

diethyl 2-(((4-methoxyphenyl)amino)methylene)malonate

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With ethylenediamine In ethanol at 20℃; for 0.333333h;99%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With ammonium hydroxide; potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation;98%
With tris(dibenzylideneacetone)dipalladium (0); lithium hexamethyldisilazane; CyJohnPhos In tetrahydrofuran at 65℃; for 15h;95%
With copper(ll) sulfate pentahydrate; ammonium hydroxide In PEG1000-DIL; methyl cyclohexane at 60℃; for 8h;90%
(4-Methoxy-phenyl)-carbamic acid (E)-4-trimethylsilanyl-but-2-enyl ester
92097-26-2

(4-Methoxy-phenyl)-carbamic acid (E)-4-trimethylsilanyl-but-2-enyl ester

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With methanol; tetrakis(triphenylphosphine) palladium(0) In dichloromethane for 0.333333h; Ambient temperature;97%
para-iodoanisole
696-62-8

para-iodoanisole

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With ammonium hydroxide; copper(l) iodide; N,N-dimethylethylenediamine In dimethyl sulfoxide at 130℃; for 18h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;97%
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;97%
Stage #1: para-iodoanisole With potassium phosphate; 2,2,2-trifluoroacetamide; N,N`-dimethylethylenediamine; copper(l) iodide In N,N-dimethyl-formamide at 45℃;
Stage #2: With methanol In N,N-dimethyl-formamide at 45℃; Further stages.;
95%
N-(4-methoxyphenyl)-3-oxo-3-phenylpropanamide
965-50-4

N-(4-methoxyphenyl)-3-oxo-3-phenylpropanamide

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

4-methoxy-aniline
104-94-9

4-methoxy-aniline

B

2-phenyl-1H-benzoimidazole
716-79-0

2-phenyl-1H-benzoimidazole

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide In neat (no solvent) at 120℃; for 1.5h;A 92%
B 97%
4,4'-dimethoxyazoxybenzene
1562-94-3, 21650-70-4, 51437-65-1

4,4'-dimethoxyazoxybenzene

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With N-doped TiO2 In methanol at 20℃; for 3h; UV-irradiation; Inert atmosphere;95%
With 4,4'-di-tert-butylbiphenyl; lithium; nickel dichloride In tetrahydrofuran at 20℃; for 2h; Reduction; deoxygenation;57%
4'-methoxyacetoacetanilide
5437-98-9

4'-methoxyacetoacetanilide

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-Methyl-1H-benzimidazole
615-15-6

2-Methyl-1H-benzimidazole

B

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide In neat (no solvent) at 120℃; for 1h;A 95%
B 93%
para-iodoanisole
696-62-8

para-iodoanisole

triphenyltin chloride
639-58-7

triphenyltin chloride

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With bis[(2-methylacetatobenzyl)tri(p-tolyl)phosphonium] hexabromodipalladate(II); potassium carbonate at 90℃; for 0.3h; Stille Cross Coupling; Green chemistry;95%
N,N'-bis(4-methoxyphenyl)urea
1227-44-7

N,N'-bis(4-methoxyphenyl)urea

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With 3-azapentane-1,5-diamine at 130℃; for 12h; Sealed tube;94%
In water at 150℃; Green chemistry;
1,3-bis-(p-methoxyphenyl)thiourea
1227-45-8

1,3-bis-(p-methoxyphenyl)thiourea

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With ammonium bromide; ethylenediamine at 80℃; for 5h; Microwave irradiation;94%
With 3-azapentane-1,5-diamine at 130℃; for 12h; Sealed tube;92%
bis(4-methoxyphenyl)diazene
501-58-6

bis(4-methoxyphenyl)diazene

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With aminomethyl polysterene resine formic acid salt; zinc In methanol at 20℃; for 0.333333h;93%
With potassium hydroxide; nickel-incorporated hexagonal mesoporous aluminophosphate In isopropyl alcohol at 82.84℃; for 1.5h;91%
With zinc In methanol at 25℃; for 0.216667h; Inert atmosphere;90%
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

2-fluoro-4-(methoxy)aniline
458-52-6

2-fluoro-4-(methoxy)aniline

A

N-isobutyl-N-(4-methoxyphenyl)amine
71182-60-0

N-isobutyl-N-(4-methoxyphenyl)amine

B

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With methanesulfonato(2-dicyclohexylphosphino -2’,6’-di-i-propoxy-1,1‘-biphenyl)(2’-amino-1,1’-biphenyl-2-yl)palladium(II); sodium tert-pentoxide In toluene at 80℃; for 72h; Sealed tube; Inert atmosphere;A 93%
B 2%
N,N'-bis(4-methoxyphenyl)urea
1227-44-7

N,N'-bis(4-methoxyphenyl)urea

A

methanol
67-56-1

methanol

B

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With C25H19BrMnN2O2P; potassium tert-butylate; hydrogen In toluene at 130℃; under 15001.5 Torr; for 48h;A 90 %Spectr.
B 93%
1,2,3,4-tetrahydroisoquinoline
635-46-1

1,2,3,4-tetrahydroisoquinoline

para-methoxynitrobenzene
100-17-4

para-methoxynitrobenzene

A

quinoline
91-22-5

quinoline

B

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With nickel-nitrogen-doped carbon framework In water at 145℃; for 18h; Inert atmosphere; Sealed tube; Green chemistry;A 92%
B 93%
7-methyl-1,2,3,4-tetrahydroquinoline
58960-03-5

7-methyl-1,2,3,4-tetrahydroquinoline

para-methoxynitrobenzene
100-17-4

para-methoxynitrobenzene

A

7-methylquinoline
612-60-2

7-methylquinoline

B

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With nickel-nitrogen-doped carbon framework In water at 145℃; for 18h; Inert atmosphere; Sealed tube; Green chemistry;A 92%
B 92%
4'-methoxybiphenyl-2-sulphenanilide
110228-48-3

4'-methoxybiphenyl-2-sulphenanilide

A

2,7-dimethoxyphenazine
5051-19-4

2,7-dimethoxyphenazine

B

1-phenyl-2-[(2-phenylphenyl)disulfanyl]benzene
19813-97-9

1-phenyl-2-[(2-phenylphenyl)disulfanyl]benzene

C

4-methoxy-aniline
104-94-9

4-methoxy-aniline

D

(E)-1,2-bis(4-methoxyphenyl)diazene
501-58-6, 21650-55-5, 82570-64-7

(E)-1,2-bis(4-methoxyphenyl)diazene

Conditions
ConditionsYield
In benzene at 150℃; for 40h; Further byproducts given;A 26%
B 91%
C 17%
D 12%
In benzene at 85℃; for 720h; Further byproducts given;A 12%
B 81%
C 29%
D 12%
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With N-Bromosuccinimide; CYANAMID; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃; for 1h; chemoselective reaction;91%
With copper(I) oxide; ammonium hydroxide; oxygen; sodium hydroxide In water at 25℃; for 15h;88%
With sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃; for 16h;86%
ammonium hydroxide
1336-21-6

ammonium hydroxide

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

1-bromo-4-methoxy-benzene

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With copper(l) iodide In water at 200℃; for 2h; Autoclave;91%
With copper(ll) sulfate pentahydrate; potassium phosphate tribasic heptahydrate; water; Sucrose In water at 90℃; for 15h; Catalytic behavior; Reagent/catalyst; Solvent; Green chemistry;85%
N,N-bis(1,1-dioxo-1,2-benzisothiazol-3-yl)-4-methoxyaniline
371779-94-1

N,N-bis(1,1-dioxo-1,2-benzisothiazol-3-yl)-4-methoxyaniline

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran for 12h;90%
C19H18ClNO2

C19H18ClNO2

malononitrile
109-77-3

malononitrile

A

4-methoxy-aniline
104-94-9

4-methoxy-aniline

B

1-chloro-6-methoxy-2-[β,β-dicyano]-3,4-dihydronaphthalene
137100-26-6

1-chloro-6-methoxy-2-[β,β-dicyano]-3,4-dihydronaphthalene

Conditions
ConditionsYield
With sodium dodecyl-sulfate In water at 25 - 30℃; for 0.166667h;A n/a
B 90%
2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
171364-79-7

2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Conditions
ConditionsYield
With water; sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃; for 16h;90%
With O-Methylhydroxylamin; n-butyllithium In tetrahydrofuran; hexane at -78 - 60℃; for 24h; Inert atmosphere; Cooling with acetone-dry ice; stereospecific reaction;87%
N-(p-methoxyphenyl)benzamide
7472-54-0

N-(p-methoxyphenyl)benzamide

A

4-methoxy-aniline
104-94-9

4-methoxy-aniline

B

benzyl alcohol
100-51-6

benzyl alcohol

Conditions
ConditionsYield
With hydrogen In toluene at 160℃; under 45004.5 Torr; for 15h; Catalytic behavior; Autoclave;A 90%
B 82%
With potassium tert-butylate; hydrogen; [Ru(PtBuNNHBn)H(CO)Cl] In tetrahydrofuran at 19 - 24℃; under 7500.75 Torr; for 68h;A 92 %Chromat.
B 92 %Chromat.
furfural
98-01-1

furfural

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-furfurylidene-p-anisidine
1749-14-0, 100239-11-0

N-furfurylidene-p-anisidine

Conditions
ConditionsYield
With sodium sulfate In benzene for 0.5h; Ambient temperature;100%
In methanol at 20℃; for 24h;100%
In methanol at 20℃; for 24h;100%
2-chloropyridine
109-09-1

2-chloropyridine

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-(4-methoxyphenyl)pyridin-2-amine
78644-78-7

N-(4-methoxyphenyl)pyridin-2-amine

Conditions
ConditionsYield
at 160℃; for 6h; Inert atmosphere; Neat (no solvent);100%
With palladium 10% on activated carbon; sodium t-butanolate; CyJohnPhos In tert-Amyl alcohol at 110℃; Buchwald-Hartwig amination; Inert atmosphere;73%
With sodium dispersion In tetrahydrofuran at 50℃; for 1h;65.6%
With zinc(II) chloride at 220 - 230℃;
acetic anhydride
108-24-7

acetic anhydride

4-methoxy-aniline
104-94-9

4-methoxy-aniline

4-methoxyacetanilide
51-66-1

4-methoxyacetanilide

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere;100%
With silver trifluoromethanesulfonate at 60℃; for 0.0166667h; neat (no solvent);99%
With cadmium(II) oxide at 80℃; for 0.0833333h; Neat (no solvent); Microwave irradiation;98%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-(4-chlorobenzylidene)-4-methoxyaniline
1749-03-7

N-(4-chlorobenzylidene)-4-methoxyaniline

Conditions
ConditionsYield
for 6h; Ambient temperature;100%
In ethanol for 1h; Sonication;100%
at 20℃; for 14h; Molecular sieve;99%
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

4-methoxy-aniline
104-94-9

4-methoxy-aniline

4-methoxy-N-(4-nitrobenzylidene)aniline
5455-87-8

4-methoxy-N-(4-nitrobenzylidene)aniline

Conditions
ConditionsYield
at 50℃; for 24h;100%
for 6h; Molecular sieve; Reflux;100%
In ethanol for 3h; Reflux;95%
benzaldehyde
100-52-7

benzaldehyde

4-methoxy-aniline
104-94-9

4-methoxy-aniline

[4-(benzylideneamino)phenyl]methanol
783-08-4

[4-(benzylideneamino)phenyl]methanol

Conditions
ConditionsYield
In toluene for 1h; Ambient temperature;100%
In ethanol for 1h; Sonication;100%
In dichloromethane at 20℃; Molecular sieve;99%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-(4-hydroxylbenzylidene)-4-methoxyaniline
3230-50-0

N-(4-hydroxylbenzylidene)-4-methoxyaniline

Conditions
ConditionsYield
for 6h; Ambient temperature;100%
With sulfuric acid In neat (no solvent) Microwave irradiation; Sealed tube; Green chemistry;93%
In ethanol for 5h; Reflux;88%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-(4-methoxy benzylidene)-4-methoxyaniline
1749-08-2

N-(4-methoxy benzylidene)-4-methoxyaniline

Conditions
ConditionsYield
In ethanol for 1h; Sonication;100%
With magnesium sulfate In dichloromethane at 20℃; for 72h;99%
In ethyl 2-hydroxypropionate; water at 20℃; for 0.05h;93%
carbon disulfide
75-15-0

carbon disulfide

4-methoxy-aniline
104-94-9

4-methoxy-aniline

4-Methoxyphenyl isothiocyanate
2284-20-0

4-Methoxyphenyl isothiocyanate

Conditions
ConditionsYield
Stage #1: carbon disulfide; 4-methoxy-aniline With triethylamine In ethanol at 20℃;
Stage #2: With dmap; di-tert-butyl dicarbonate In ethanol at 20℃; for 0.25h; Further stages.;
100%
Stage #1: carbon disulfide; 4-methoxy-aniline With triethylamine In ethanol at 20℃; for 1h;
Stage #2: With dmap; di-tert-butyl dicarbonate at 0 - 20℃; for 4h;
96%
Stage #1: carbon disulfide; 4-methoxy-aniline With triethylamine In methanol at 0 - 5℃;
Stage #2: With bis(trichloromethyl) carbonate In chloroform at 0℃; for 4h; Further stages.;
95%
formic acid
64-18-6

formic acid

4-methoxy-aniline
104-94-9

4-methoxy-aniline

4-methoxyformanilide
5470-34-8

4-methoxyformanilide

Conditions
ConditionsYield
In toluene Reflux;100%
With sodium formate at 20℃; for 3h; Neat (no solvent);99%
With TiO2-SO4(2-) In acetonitrile at 20℃; for 4h;99%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

vanillin
121-33-5

vanillin

4-methoxy-N-(4-hydroxy-3-methoxybenzylidene)aniline
24033-07-6

4-methoxy-N-(4-hydroxy-3-methoxybenzylidene)aniline

Conditions
ConditionsYield
for 2h; Ambient temperature;100%
In ethanol for 3h; Reflux;99.2%
sodium hydrogen sulfate; silica gel at 60 - 62℃; for 0.0222222h; microwave irradiation;98%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

ethyl iodide
75-03-6

ethyl iodide

N,N-diethyl-4-methoxyaniline
15144-80-6

N,N-diethyl-4-methoxyaniline

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 15h;100%
With sodium hydroxide at 120℃;
4-methoxy-aniline
104-94-9

4-methoxy-aniline

methyl thioisocyanate
556-61-6

methyl thioisocyanate

1-(4-methoxyphenyl)-3-methyl-thiourea
20333-73-7

1-(4-methoxyphenyl)-3-methyl-thiourea

Conditions
ConditionsYield
at 20℃; for 24h; Addition; solid-phase reaction;100%
With ethanol
In ethanol for 1h; Heating;
In ethanol Reflux;
4-methoxy-aniline
104-94-9

4-methoxy-aniline

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

methyl 3-(4-methoxyphenylamino)propanoate
42313-52-0

methyl 3-(4-methoxyphenylamino)propanoate

Conditions
ConditionsYield
With silica-supported aluminum chloride at 60℃; for 1.5h; Michael addition; Neat (no solvent);100%
In water at 50℃; for 24h; Michael condensation;94%
With lithium tetrafluoroborate at 70℃; for 0.166667h; Michael condensation; Neat (no solvent);93%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

chloroacetyl chloride
79-04-9

chloroacetyl chloride

N-(4-methoxyphenyl)-2-chloroacetamide
22303-36-2

N-(4-methoxyphenyl)-2-chloroacetamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃; for 0.166667h;100%
In tetrahydrofuran at 20℃; for 18h;100%
With triethylamine In dichloromethane at 0 - 25℃;99.4%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

3-phenyl-propenal
104-55-2

3-phenyl-propenal

Conditions
ConditionsYield
piperidine In ethanol for 5h; Heating;100%
With magnesium sulfate In dichloromethane at 20℃;100%
In ethyl 2-hydroxypropionate; water at 20℃; for 0.025h;96%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

phenyl chloroformate
1885-14-9

phenyl chloroformate

(4-methoxyphenyl)carbamic acid phenyl ester
20950-96-3

(4-methoxyphenyl)carbamic acid phenyl ester

Conditions
ConditionsYield
With pyridine In ethyl acetate at 20℃; for 1h;100%
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; for 0.0833333h;97%
With sodium carbonate In tetrahydrofuran; water; ethyl acetate at 0 - 20℃;92%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-(4-Methoxy-phenyl)-4-methyl-benzenesulfonamide
1150-26-1

N-(4-Methoxy-phenyl)-4-methyl-benzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
With pyridine for 16h; Reflux;97%
With dendritic fibrous nanosilica KCC-1 3-aminopropyl-functionalized supported on Fe3O4 magnetic nanocatalyst In water at 20℃; for 0.5h; Solvent; Temperature; Reagent/catalyst; Time; Green chemistry;97%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

N-(4-methoxyphenyl)-2,4-dinitrobenzenamine
967-35-1

N-(4-methoxyphenyl)-2,4-dinitrobenzenamine

Conditions
ConditionsYield
With sodium carbonate In ethanol Heating;100%
In benzene at 40℃; Rate constant; Mechanism; other solvent;
With tetrabutyl-ammonium chloride In benzene at 30℃; Rate constant; different substrate concentrations;
4-methoxy-aniline
104-94-9

4-methoxy-aniline

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

2,2,2-trifluoro-N-(4-methoxy-phenyl)-acetamide
332-34-3

2,2,2-trifluoro-N-(4-methoxy-phenyl)-acetamide

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃;100%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 0.75h;100%
at 20℃; for 1h;98.3%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

m-nitrobenzoic acid chloride
121-90-4

m-nitrobenzoic acid chloride

N-(4'-methoxyphenyl)-3-nitrobenzamide
101971-72-6

N-(4'-methoxyphenyl)-3-nitrobenzamide

Conditions
ConditionsYield
In pyridine Heating;100%
With pyridine Reflux;85%
With triethylamine In acetone at 20℃;47%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

benzyl alcohol
100-51-6

benzyl alcohol

benzyl(4-methoxyphenyl)amine
17377-95-6

benzyl(4-methoxyphenyl)amine

Conditions
ConditionsYield
With chloro(η5-pentamethylcyclopentadienyl)(L-prolinato)iridium(III) In toluene at 95℃; for 24h; Inert atmosphere; Sealed tube;100%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 48h;99%
With potassium tert-butylate; copper diacetate In 1,4-dioxane at 130℃; for 48h; Inert atmosphere;99%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

diethyl 2-ethoxymethylenemalonate
87-13-8

diethyl 2-ethoxymethylenemalonate

diethyl 2-(((4-methoxyphenyl)amino)methylene)malonate
83507-70-4

diethyl 2-(((4-methoxyphenyl)amino)methylene)malonate

Conditions
ConditionsYield
at 14 - 95℃; for 2.91667h;100%
In ethanol for 4h; Heating / reflux;100%
at 100 - 125℃; for 18.5h;100%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

p-methoxy-phenylazide
2101-87-3

p-methoxy-phenylazide

Conditions
ConditionsYield
With tert.-butylnitrite; trimethylsilylazide In acetonitrile at 0 - 20℃; for 1h;100%
With 2-azido-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium hexafluorophosphate (V); triethylamine In dichloromethane at 20℃; for 0.166667h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere;100%
Stage #1: 4-methoxy-aniline With hydrogenchloride; sodium nitrite In water for 0.5h; Cooling with ice;
Stage #2: With sodium azide In water at 20℃; for 2h; Cooling with ice;
100%
dimedone
126-81-8

dimedone

4-methoxy-aniline
104-94-9

4-methoxy-aniline

3-[(4-methoxyphenyl)amino]-5,5-dimethylcyclohex-2-en-1-one
24706-48-7

3-[(4-methoxyphenyl)amino]-5,5-dimethylcyclohex-2-en-1-one

Conditions
ConditionsYield
at 20℃; for 0.5h; Solid phase reaction; condensation;100%
With silica-supported phosphorous pentoxide at 80℃; for 0.05h; Neat (no solvent); chemoselective reaction;97%
With silica sulfuric acid In acetonitrile for 0.0166667h; Microwave irradiation;97%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

β-naphthol
135-19-3

β-naphthol

1-(4-methoxyphenylazo)naphthalen-2-ol
13411-91-1

1-(4-methoxyphenylazo)naphthalen-2-ol

Conditions
ConditionsYield
With potassium hydrogensulfate; water; sodium nitrite Diazotization; coupling; microwave irradiation;100%
Stage #1: 4-methoxy-aniline With ferric hydrogen sulphate; silica gel; sodium nitrite In water Green chemistry;
Stage #2: β-naphthol In water at 20℃; for 0.05h; Green chemistry; regioselective reaction;
97%
Stage #1: 4-methoxy-aniline With water; sodium nitrite In neat (no solvent) at 20℃;
Stage #2: β-naphthol In neat (no solvent) at 20℃; for 0.25h;
94%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

4-methoxy-aniline
104-94-9

4-methoxy-aniline

(E)-N-(4-methoxyphenyl)-1-(pyridin-2-yl)methanimine
26930-67-6, 42910-70-3

(E)-N-(4-methoxyphenyl)-1-(pyridin-2-yl)methanimine

Conditions
ConditionsYield
In toluene at 20℃; for 24h;100%
With magnesium sulfate In benzene for 20h; Ambient temperature;98%
With magnesium sulfate In ethanol at 25℃; for 16h;91%
5-Methylfurfural
620-02-0

5-Methylfurfural

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-(4-methoxyphenyl)-1-(5-methylfuran-2-yl)methanimine
95124-23-5

N-(4-methoxyphenyl)-1-(5-methylfuran-2-yl)methanimine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In diethyl ether at 20℃; Molecular sieve; Inert atmosphere;100%
chelidonic acid
99-32-1

chelidonic acid

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Bis-(p-methoxyanilinium) chelidonate
95754-39-5

Bis-(p-methoxyanilinium) chelidonate

Conditions
ConditionsYield
1.) water, reflux, 24 h 2.) without water, 60 deg C, 30 min;100%

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