1-chloro-4-methoxy-2-methylbenzene
aniline
4-phenylamino-3-methyl-1-methoxybenzene
Conditions | Yield |
---|---|
With potassium phosphate; aniline; triphenylphosphine; tris(dibenzylideneacetone)dipalladium (0) at 184℃; for 8h; Buchwald-Hartwig amination; | 96% |
With potassium phosphate; DavePhos; tris-(dibenzylideneacetone)dipalladium(0) at 184℃; | 96% |
methanol
1-methyl-2-nitrobenzene
phenol
4-phenylamino-3-methyl-1-methoxybenzene
Conditions | Yield |
---|---|
Stage #1: methanol; 1-methyl-2-nitrobenzene With 3 % platinum on carbon; hydrogen In water at 50℃; under 750.075 Torr; for 8h; Autoclave; Inert atmosphere; Stage #2: phenol With 3 % platinum on carbon In cyclohexanone at 250℃; under 7500.75 Torr; for 2h; Autoclave; Inert atmosphere; | 95.4% |
4-bromo-3-methylanisole
Acetanilid
4-phenylamino-3-methyl-1-methoxybenzene
Conditions | Yield |
---|---|
Stage #1: Acetanilid With sodium methylate In 1-methyl-pyrrolidin-2-one at 100℃; Stage #2: 4-bromo-3-methylanisole In 1-methyl-pyrrolidin-2-one at 20 - 40℃; for 1.25h; Stage #3: In 1-methyl-pyrrolidin-2-one; methanol at 100℃; for 1h; Reagent/catalyst; Temperature; Solvent; | 95.3% |
4-bromo-3-methylanisole
aniline
4-phenylamino-3-methyl-1-methoxybenzene
Conditions | Yield |
---|---|
With potassium hydroxide; bis(tri-t-butylphosphine)palladium(0); cetyltrimethylammonim bromide In water; toluene at 90℃; for 0.25h; | 95% |
With caesium carbonate; aniline; DavePhos; tris(dibenzylideneacetone)dipalladium (0) at 184℃; for 8h; Buchwald-Hartwig amination; | 93% |
With caesium carbonate; triphenylphosphine; tris-(dibenzylideneacetone)dipalladium(0) at 184℃; | 93% |
chlorobenzene
2-methyl-4-methoxyaniline
4-phenylamino-3-methyl-1-methoxybenzene
Conditions | Yield |
---|---|
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
2-methyl-4-methoxyaniline
4-phenylamino-3-methyl-1-methoxybenzene
Conditions | Yield |
---|---|
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% |
2-methyl-4-methoxyaniline
A
4-phenylamino-3-methyl-1-methoxybenzene
B
phenol
Conditions | Yield |
---|---|
A n/a B 94% |
4-phenylamino-3-methyl-1-methoxybenzene
Conditions | Yield |
---|---|
With methanol Reagent/catalyst; | 90.99% |
In methanol at 60 - 180℃; for 20h; Sealed tube; Large scale; | 85.6% |
bromobenzene
N-(4-methoxy-2-methylphenyl)acetamide
copper
A
4-phenylamino-3-methyl-1-methoxybenzene
B
3-methoxy-6-(N-acetylanilino) toluene
Conditions | Yield |
---|---|
With iodine; potassium carbonate | A n/a B 90.5% |
phenylhydrazine
2-methyl-4-methoxyaniline
4-phenylamino-3-methyl-1-methoxybenzene
Conditions | Yield |
---|---|
With cobalt(II) phthalocyanine; copper(l) chloride In dichloromethane at 10℃; | 86% |
bromobenzene
N-(4-methoxy-2-methylphenyl)acetamide
4-phenylamino-3-methyl-1-methoxybenzene
4-bromo-3-methylanisole
copper
Formanilid
4-phenylamino-3-methyl-1-methoxybenzene
Conditions | Yield |
---|---|
With potassium hydroxide; iodine; potassium carbonate In toluene |
2-methyl-4-methoxyaniline
2-bromobenzoic-acid
4-phenylamino-3-methyl-1-methoxybenzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide / toluene / 6 h / 100 - 110 °C 2: methanol / 20 h / 60 - 180 °C / Sealed tube; Large scale View Scheme |
4-phenylamino-3-methyl-1-methoxybenzene
Conditions | Yield |
---|---|
With sulfuric acid at 50℃; for 0.5h; | 98.47% |
4-phenylamino-3-methyl-1-methoxybenzene
2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid
2'-anilino-3'-methyl-6'-(dibutylamino)spiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one
Conditions | Yield |
---|---|
With sulfuric acid In dichloromethane; water at 35 - 40℃; for 4.5h; Temperature; Solvent; | 94.6% |
Stage #1: 4-phenylamino-3-methyl-1-methoxybenzene; 2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid With sulfuric acid at 15 - 25℃; for 24h; Condensation; Stage #2: With sodium hydroxide In toluene for 1h; Cyclization; Heating; | 93% |
With sulfuric acid | 58% |
With sulfuric acid | 58 %Spectr. |
With sulfuric acid |
4-phenylamino-3-methyl-1-methoxybenzene
2-carboxy-4'-(N-ethyl-N-phenyl)amino-2'-hydroxybenzophenone
Conditions | Yield |
---|---|
With sulfuric acid In dichloromethane; water at 35 - 40℃; for 4.5h; Temperature; Solvent; | 94% |
2-carboxy-4'-(N-ethyl-N-isopentyl)amino-2'-hydroxybenzophenone
4-phenylamino-3-methyl-1-methoxybenzene
2'-anilino-6'-(N-ethyl-N-isopentylamino)-3'-methylspiro[isobenzofuran-1-(3H),9'-(9H)xanthen]-3-one
Conditions | Yield |
---|---|
With sulfuric acid In dichloromethane; water at 35 - 40℃; for 4.5h; Temperature; Solvent; | 93.8% |
4-phenylamino-3-methyl-1-methoxybenzene
2'-Carboxy-4-diethylamino-2-hydroxybenzophenon
Conditions | Yield |
---|---|
With sulfuric acid In dichloromethane; water at 35 - 40℃; for 4.5h; Temperature; Solvent; | 93.8% |
4-phenylamino-3-methyl-1-methoxybenzene
phenylpropynoic acid methyl ester
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; copper(II) bis(trifluoromethanesulfonate) In 1,2-dichloro-ethane at 120℃; for 12h; | 90% |
4-phenylamino-3-methyl-1-methoxybenzene
2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid
3-(dibutylamino)-6-methyl-7-anilinofluoran
Conditions | Yield |
---|---|
Stage #1: 2-(4'-di-n-butylamino-2'-hydroxybenzoyl)benzoic acid With sulfuric acid; sulfur trioxide at 15 - 20℃; for 6.75h; Stage #2: 4-phenylamino-3-methyl-1-methoxybenzene In water; toluene at 20 - 70℃; for 11.25h; | 89.6% |
4-(4-bromophenyl)bromobenzene
4-phenylamino-3-methyl-1-methoxybenzene
N,N'-bis(2'-methyl-4'-methoxyphenyl)-N,N'-diphenylbenzidine
Conditions | Yield |
---|---|
With sodium t-butanolate; palladium diacetate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In toluene at 20 - 130℃; Inert atmosphere; | 88% |
4,4''-diiodo-1,1':4',1''-terphenyl
4-phenylamino-3-methyl-1-methoxybenzene
Conditions | Yield |
---|---|
With potassium carbonate; copper In dodecane at 200 - 210℃; for 30h; | 80% |
1-(4-methylbenzensulfonyl)-4-phenyl-1H-1,2,3-triazole
4-phenylamino-3-methyl-1-methoxybenzene
Conditions | Yield |
---|---|
With dirhodium tetraacetate In 1,2-dichloro-ethane at 90℃; for 2h; regioselective reaction; | 80% |
4-phenylamino-3-methyl-1-methoxybenzene
3-methyl-4-(phenylimino)cyclohexa-2,5-dienone
Conditions | Yield |
---|---|
With sodium cyanide; nitromethane; bis-[(trifluoroacetoxy)iodo]benzene In water at 20℃; for 0.05h; | 78% |
With 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one; water In dichloromethane at 15 - 25℃; chemoselective reaction; | 54% |
Conditions | Yield |
---|---|
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation; | 72% |
ferrocenoyl chloride
4-phenylamino-3-methyl-1-methoxybenzene
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 10h; Inert atmosphere; | 70% |
Conditions | Yield |
---|---|
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation; | 70% |
Conditions | Yield |
---|---|
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation; | 68% |
Conditions | Yield |
---|---|
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation; | 65% |
Conditions | Yield |
---|---|
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation; | 61% |
Conditions | Yield |
---|---|
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation; | 54% |
4-phenylamino-3-methyl-1-methoxybenzene
4-(3-bromopropyl)-1,4-hydroquinone
Conditions | Yield |
---|---|
With ammonium peroxydisulfate; 2,4,6-triphenylpyrylium tetrafluoroborate In dichloromethane at 20℃; Irradiation; | 52% |
Molecular Formula:C14H15NO
Molecular Weight:213.28
EINECS:255-310-0
Density:1.089g/cm3
Melting Point:80-83 °C
Boiling Point:171 °C / 4mmHg
Flash Point:140.1°C
4-Methoxy-2-Methyldiphenylamine's Synonyms: ACME;4-METHOXY-2-METHYLDIPHENYLAMINE;2-METHYL-4-METHOXYDIPHENYLAMINE;methoxymethyldiphenylamine;ANMT/DPA;MMD;4-methoxy-N-phenyl-o-toluidine;2-methyl-4-methoxy diphenylamine C14H15NO
These products are toxic carbon oxides (CO, CO 2), nitrogen oxides (NO, NO2).
Fire Fighting Mediaand Instructions:Small fire: Use dry chemical powder.
Large fire: Use water spray, fog or foam. do not use water jet.
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