Product Name

  • Name

    4'-Aminoacetanilide

  • EINECS 204-576-6
  • CAS No. 122-80-5
  • Article Data137
  • CAS DataBase
  • Density 1.203 g/cm3
  • Solubility 0.1-1 g/100 mL at 25 °C
  • Melting Point 164-167 °C(lit.)
  • Formula C8H10N2O
  • Boiling Point 267.726 °C at 760 mmHg
  • Molecular Weight 150.18
  • Flash Point 115.717 °C
  • Transport Information
  • Appearance pink to brown fine crystalline powder
  • Safety 22-26-36/37-39-36
  • Risk Codes 36-42/43-20/21/22
  • Molecular Structure Molecular Structure of 122-80-5 (4'-Aminoacetanilide)
  • Hazard Symbols HarmfulXn,IrritantXi
  • Synonyms Acetanilide,4'-amino- (6CI,7CI,8CI);Acetanilide, p-amino- (4CI);(4-(Acetylamino)phenyl)amine;1-Amino-4-(acetylamino)benzene;4-(Acetylamino)aniline;4-Acetylaminobenzeneamine;Acetparamin;Acetyl-p-phenylenediamine;C.I. 76005;C.I.Oxidation Base 19;Fourrine 88;Fourrine A;N-(4-Aminophenyl)acetamide;N-(p-Aminophenyl)acetamide;N-Acetyl-1,4-benzenediamine;N-Acetyl-p-phenylenediamine;NSC 2135;Paracetamin;p-(Acetylamino)aniline;p-Acetamidoaniline;p-Aminoacetanilide;
  • PSA 55.12000
  • LogP 1.88140

Synthetic route

N-(4-Nitrophenyl)acetamide
104-04-1

N-(4-Nitrophenyl)acetamide

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With hydrazine hydrate; nickel In methanol for 6h;100%
With indium; acetic acid In tetrahydrofuran Heating;100%
With trimethylamine-borane; palladium hydroxide - carbon In methanol for 3.5h; Heating;99%
acetic acid
64-19-7

acetic acid

ethyl acetate
141-78-6

ethyl acetate

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane at 65 - 90℃; for 6h; Time; Inert atmosphere;98.6%
p-aminoacetophenone oxime
38063-81-9

p-aminoacetophenone oxime

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With chlorosulfonic acid In toluene at 90℃; for 0.5h; Beckmann rearrangement;98%
With trifluoromethylsulfonic anhydride In dichloromethane at 20℃; for 3h; Beckmann Rearrangement; Inert atmosphere;94%
With iodine In acetonitrile for 4h; Beckmann rearrangement; Reflux;90%
acetic anhydride
108-24-7

acetic anhydride

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
at 20℃;95%
In dichloromethane at 20℃; Inert atmosphere;95%
In tetrahydrofuran at 20℃;65%
4-bromoacetanilide
103-88-8

4-bromoacetanilide

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With bis(triphenylphosphine)nickel(II) chloride; lithium hexamethyldisilazane In 1,4-dioxane at 90℃; for 2h; Glovebox; Sealed tube;91%
Stage #1: 4-bromoacetanilide With lithium hexamethyldisilazane; DavePhos; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 100℃; for 17h;
Stage #2: With hydrogenchloride In 1,4-dioxane at 20℃; for 0.0833333h; Further stages.;
70%
4-Acetamido-1-iodobenzene
622-50-4

4-Acetamido-1-iodobenzene

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With ammonium hydroxide; potassium phosphate; 1-(5,6,7,8-tetrahydroquinolin-8-yl)-2-methylpropan-1-one; copper(I) bromide In dimethyl sulfoxide at 25℃; for 24h; Inert atmosphere; Sealed tube;90%
N-(4-chlorophenyl)acetamide
539-03-7

N-(4-chlorophenyl)acetamide

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With ammonium hydroxide; potassium phosphate In dimethyl sulfoxide at 80℃; UV-irradiation;89%
N-acetyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamide

N-acetyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamide

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

A

4-nitro-N-(4-chlorophenyl)benzenesulfonamide
16937-03-4

4-nitro-N-(4-chlorophenyl)benzenesulfonamide

B

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With potassium carbonate In water at 80℃; for 2h; Green chemistry; chemoselective reaction;A n/a
B 86%
N-(4-azido-phenyl)acetamide
52578-66-2

N-(4-azido-phenyl)acetamide

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With iron(III) oxide; hydrazine hydrate In water at 120℃; for 1.5h; Inert atmosphere;85%
2-[(4-acetylaminophenylamino)methylene]malonic acid diethyl ester
127740-25-4

2-[(4-acetylaminophenylamino)methylene]malonic acid diethyl ester

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With ethylenediamine In ethanol at 20℃; for 1.3h;80%
N-(4-oxocyclohexyl)acetamide
27514-08-5

N-(4-oxocyclohexyl)acetamide

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

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;80%
With styrene; ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 130℃; for 20h; Sealed tube; Inert atmosphere;65%
mitomycin A
4055-39-4

mitomycin A

A

1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-8a-methoxy-5-methyl-6-[4-(acetylamino)anilino]-azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione carbamate

1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-8a-methoxy-5-methyl-6-[4-(acetylamino)anilino]-azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione carbamate

B

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
A n/a
B 76%
4-(+/-)-α-hydroxyethylphenylacetamide
16375-92-1

4-(+/-)-α-hydroxyethylphenylacetamide

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With sodium azide; trifluoroacetic acid In hexane at 40℃; for 4h; Sealed tube;76%
With sodium azide; methanesulfonic acid; trifluoroacetic acid In hexane at 40℃; for 12h;76%
1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

thioacetic acid
507-09-5

thioacetic acid

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With 10-methyl-9-(2,4,6-trimethylphenyl) acridinium tetrafluoroborate In acetonitrile at 20℃; for 5h; Irradiation;75%
With 10-methyl-9-(2,4,6-trimethylphenyl) acridinium tetrafluoroborate In acetonitrile at 20℃; for 5h; Irradiation;75%
acetic anhydride
108-24-7

acetic anhydride

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

A

N,N'-diacetyl-1,4-phenylenediamine
140-50-1

N,N'-diacetyl-1,4-phenylenediamine

B

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h;A 7%
B 63%
Acetanilid
103-84-4

Acetanilid

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With hydroxylamine triflate; iron(II) sulfate In water; acetonitrile at 20℃; for 16h;62%
acetonitrile
75-05-8

acetonitrile

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With copper(l) iodide; water; caesium carbonate; potassium hydroxide; N,N`-dimethylethylenediamine at 100℃; for 15h; Inert atmosphere; Schlenk technique;58%
4-Aminoacetophenone
99-92-3

4-Aminoacetophenone

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With nitromethane; trifluoromethylsulfonic anhydride; acetic acid In formic acid at 80 - 120℃;50%
1-(4-aminophenyl)ethanone oxime
38063-81-9

1-(4-aminophenyl)ethanone oxime

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With 1,1,1,3',3',3'-hexafluoro-propanol; tetrabutylammonium tetrafluoroborate; water In 1,2-dichloro-ethane at 20℃; for 0.733333h; Beckmann Rearrangement; Electrochemical reaction;31%
N-(4-Butylamino-phenyl)-acetamide
101906-07-4

N-(4-Butylamino-phenyl)-acetamide

A

butyraldehyde
123-72-8

butyraldehyde

B

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With oxygen; salcomine In methanol for 24h; Heating;A n/a
B 24%
N-(4-Nitrophenyl)acetamide
104-04-1

N-(4-Nitrophenyl)acetamide

A

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

B

bis-(4-acetylamino-phenyl)-diazene-N-oxide
97495-17-5

bis-(4-acetylamino-phenyl)-diazene-N-oxide

Conditions
ConditionsYield
durch elektrolytische Reduktion;
sodium acetate
127-09-3

sodium acetate

p-phenylenediamine hydrochloride
540-24-9

p-phenylenediamine hydrochloride

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

Conditions
ConditionsYield
With water
N-(4-Nitrophenyl)acetamide
104-04-1

N-(4-Nitrophenyl)acetamide

acetic acid
64-19-7

acetic acid

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

N-(4-(4-methylphenylsulfonamido)phenyl)acetamide
27022-64-6

N-(4-(4-methylphenylsulfonamido)phenyl)acetamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
With pyridine In N,N-dimethyl-formamide; benzene for 24h; Ambient temperature;
With pyridine In dichloromethane at 20℃;
carbon disulfide
75-15-0

carbon disulfide

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

4-(N-acetylamino)phenyl isothiocyanate
35008-62-9

4-(N-acetylamino)phenyl isothiocyanate

Conditions
ConditionsYield
Stage #1: carbon disulfide; N-acetyl-p-phenylenediamine 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; N-acetyl-p-phenylenediamine With triethylamine In ethanol at 20℃; for 1h;
Stage #2: With dmap; di-tert-butyl dicarbonate at 0℃; for 2h;
Stage #1: carbon disulfide; N-acetyl-p-phenylenediamine With triethylamine In tetrahydrofuran at 20℃;
Stage #2: With dmap; di-tert-butyl dicarbonate In tetrahydrofuran at 0 - 20℃;
100 %Chromat.
Stage #1: carbon disulfide; N-acetyl-p-phenylenediamine With triethylamine In ethanol at 20℃; for 2h;
Stage #2: With dmap; di-tert-butyl dicarbonate In ethanol at 20℃; for 2h;
N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

Conditions
ConditionsYield
With ammonium bromide; ethylenediamine at 70℃; for 5h; Microwave irradiation; Inert atmosphere; neat (no solvent);99%
With ammonium iodide; hydrazine at 50℃; for 12h;99%
With ammonium iodide; hydrazine hydrate at 50℃; for 12h; Inert atmosphere; Sealed tube;99%
N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

hexadecanyl bromide
112-82-3

hexadecanyl bromide

N-(4-dihexadecylaminophenyl)acetamide
85074-37-9

N-(4-dihexadecylaminophenyl)acetamide

Conditions
ConditionsYield
With sodium carbonate In 2-methoxy-ethanol99%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 120℃; for 14h;82%
(hex-1-en-3-yl)methyl carbonate
83135-00-6

(hex-1-en-3-yl)methyl carbonate

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

(R)-N-(4-(hex-1-en-3-ylamino)phenyl)acetamide

(R)-N-(4-(hex-1-en-3-ylamino)phenyl)acetamide

Conditions
ConditionsYield
With cobalt(II) tetrafluoroborate; C36H29N2O2P; zinc In acetonitrile at 20℃; for 16h; Inert atmosphere; Sealed tube; enantioselective reaction;99%
5-nitro-2-furoyl isothiocyanate
42889-86-1

5-nitro-2-furoyl isothiocyanate

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

N-{4-[3-(5-Nitro-furan-2-carbonyl)-thioureido]-phenyl}-acetamide
117457-85-9

N-{4-[3-(5-Nitro-furan-2-carbonyl)-thioureido]-phenyl}-acetamide

Conditions
ConditionsYield
In diethyl ether for 27h; Ambient temperature;98%
formaldehyd
50-00-0

formaldehyd

piperonal
120-57-0

piperonal

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

N-methyl-N-piperonyl-4-acetamidoaniline

N-methyl-N-piperonyl-4-acetamidoaniline

Conditions
ConditionsYield
Stage #1: piperonal; N-acetyl-p-phenylenediamine With Decaborane In methanol at 20℃; for 0.5h;
Stage #2: formaldehyd With Decaborane In methanol; water at 20℃; for 1.5h;
98%
4-(4-(4-(4-(((6aS)-5-((allyloxy)carbonyl)-2-methoxy-12-oxo-6-((tetrahydro-2H-pyran-2-yl)oxy)-5,6,6a,7,8,9,10,12-octahydrobenzo[e]pyrido[1,2-a][1,4] diazepin-3-yl)oxy)butanamido)-1-methyl-1H-pyrrole-2- carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylic acid

4-(4-(4-(4-(((6aS)-5-((allyloxy)carbonyl)-2-methoxy-12-oxo-6-((tetrahydro-2H-pyran-2-yl)oxy)-5,6,6a,7,8,9,10,12-octahydrobenzo[e]pyrido[1,2-a][1,4] diazepin-3-yl)oxy)butanamido)-1-methyl-1H-pyrrole-2- carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylic acid

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

allyl (6aS)-3-(4-((5-((4-(5-((4-acetamidophenyl)carbamoyl)-1-methyl-1H-pyrrol-3-yl)phenyl)carbamoyl)-1-methyl-1H-pyrrol-3-yl)amino)-4-oxobutoxy)-2-methoxy-12-oxo-6-((tetrahydro-2H-pyran-2-yl)oxy)-6,6a,7,8,9,10-hexahydrobenzo[e]pyrido[1,2-a][1,4]diazepine-5(12H)-carboxylate

allyl (6aS)-3-(4-((5-((4-(5-((4-acetamidophenyl)carbamoyl)-1-methyl-1H-pyrrol-3-yl)phenyl)carbamoyl)-1-methyl-1H-pyrrol-3-yl)amino)-4-oxobutoxy)-2-methoxy-12-oxo-6-((tetrahydro-2H-pyran-2-yl)oxy)-6,6a,7,8,9,10-hexahydrobenzo[e]pyrido[1,2-a][1,4]diazepine-5(12H)-carboxylate

Conditions
ConditionsYield
Stage #1: 4-(4-(4-(4-(((6aS)-5-((allyloxy)carbonyl)-2-methoxy-12-oxo-6-((tetrahydro-2H-pyran-2-yl)oxy)-5,6,6a,7,8,9,10,12-octahydrobenzo[e]pyrido[1,2-a][1,4] diazepin-3-yl)oxy)butanamido)-1-methyl-1H-pyrrole-2- carboxamido)phenyl)-1-methyl-1H-pyrrole-2-carboxylic acid With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 0.25h;
Stage #2: N-acetyl-p-phenylenediamine In dichloromethane at 20℃; for 1.5h;
98%
leucoquinizarin
476-60-8

leucoquinizarin

1,4-dihydroxy-9,10-anthracenedione
81-64-1

1,4-dihydroxy-9,10-anthracenedione

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

C22H16N2O4

C22H16N2O4

Conditions
ConditionsYield
Stage #1: N-acetyl-p-phenylenediamine With hydrogenchloride In water at 40 - 50℃; for 0.5h;
Stage #2: leucoquinizarin; 1,4-dihydroxy-9,10-anthracenedione In water at 85 - 90℃; Solvent; Temperature;
97.13%
5-nitro-3-furanoyl chloride
770-06-9

5-nitro-3-furanoyl chloride

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

5-Nitro-furan-3-carboxylic acid (4-acetylamino-phenyl)-amide
144369-59-5

5-Nitro-furan-3-carboxylic acid (4-acetylamino-phenyl)-amide

Conditions
ConditionsYield
In 1,4-dioxane at 10 - 15℃; for 3h;97%
p-tolyllead triacetate
3076-56-0

p-tolyllead triacetate

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

N-{4-[(4-methylphenyl)amino]phenyl}acetamide
33089-86-0

N-{4-[(4-methylphenyl)amino]phenyl}acetamide

Conditions
ConditionsYield
copper diacetate In dichloromethane at 25℃; for 1h; Arylation;97%
anthranilic acid
118-92-3

anthranilic acid

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

N-{4-[4-oxo-3(4H)-quinazolinyl]phenyl}acetamide
24122-35-8

N-{4-[4-oxo-3(4H)-quinazolinyl]phenyl}acetamide

Conditions
ConditionsYield
With ytterbium(III) triflate at 60℃; for 0.0333333h;97%
acetonitrile
75-05-8

acetonitrile

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

A

N-(4-diethylamino-phenyl)-acetamide
5326-57-8

N-(4-diethylamino-phenyl)-acetamide

B

4-ethylaminoacetanilide

4-ethylaminoacetanilide

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 12h;A n/a
B 97%
acetonitrile
75-05-8

acetonitrile

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

4-ethylaminoacetanilide

4-ethylaminoacetanilide

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethyl acetate at 20℃; under 760.051 Torr; for 12h;97%
methanol
67-56-1

methanol

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

N'-acetyl-N,N-dimethyl-1,4-phenylenediamine
7463-28-7

N'-acetyl-N,N-dimethyl-1,4-phenylenediamine

Conditions
ConditionsYield
With C15H29IrN4(2+)*2I(1-) at 120℃; for 17h; Inert atmosphere; Schlenk technique; Sealed tube;97%
3-formyl-6-methylchromone
42059-81-4

3-formyl-6-methylchromone

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

(E)-3-(((4-acetamidophenyl)imino)methyl)-6-methyl-4H-chromen-4-one

(E)-3-(((4-acetamidophenyl)imino)methyl)-6-methyl-4H-chromen-4-one

Conditions
ConditionsYield
With acetic acid In ethanol for 7h; Reflux;97%
5-nitro-3-furoyl isothiocyanate
118739-52-9

5-nitro-3-furoyl isothiocyanate

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

N-{4-[3-(5-Nitro-furan-3-carbonyl)-thioureido]-phenyl}-acetamide
117457-84-8

N-{4-[3-(5-Nitro-furan-3-carbonyl)-thioureido]-phenyl}-acetamide

Conditions
ConditionsYield
In diethyl ether for 27h; Ambient temperature;96%
5-(2-chlorophenyl)-2-furoyl chloride
61941-89-7

5-(2-chlorophenyl)-2-furoyl chloride

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

5-(2-chloro-phenyl)-furan-2-carboxylic acid (4-acetylamino-phenyl)-amide

5-(2-chloro-phenyl)-furan-2-carboxylic acid (4-acetylamino-phenyl)-amide

Conditions
ConditionsYield
With PEG-400; sodium hydroxide In dichloromethane at 20℃; for 1h; Acylation;96%
4-chloro-6-nitroquinoline
13675-94-0

4-chloro-6-nitroquinoline

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

4-[4-(acetylamino)anilino]-6-nitroquinolinium chloride
1020150-27-9

4-[4-(acetylamino)anilino]-6-nitroquinolinium chloride

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; ethanol for 0.5h; Heating / reflux;96%
diethyl 2-ethoxymethylenemalonate
87-13-8

diethyl 2-ethoxymethylenemalonate

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

2-[(4-acetylaminophenylamino)methylene]malonic acid diethyl ester
127740-25-4

2-[(4-acetylaminophenylamino)methylene]malonic acid diethyl ester

Conditions
ConditionsYield
for 1h; Heating;95%
1-(4-nitrophenyl)pyrrole-2-carbaldehyde
30186-41-5

1-(4-nitrophenyl)pyrrole-2-carbaldehyde

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

N-(4-{[1-[1-(4-Nitro-phenyl)-1H-pyrrol-2-yl]-meth-(E)-ylidene]-amino}-phenyl)-acetamide
122275-92-7

N-(4-{[1-[1-(4-Nitro-phenyl)-1H-pyrrol-2-yl]-meth-(E)-ylidene]-amino}-phenyl)-acetamide

Conditions
ConditionsYield
With sodium sulfate In benzene for 20h; Heating;95%
pyruvic acid methyl ester
600-22-6

pyruvic acid methyl ester

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

1-(4-Acetylamino-phenyl)-4-(4-acetylamino-phenylamino)-2-methyl-5-oxo-2,5-dihydro-1H-pyrrole-2-carboxylic acid methyl ester
141214-23-5

1-(4-Acetylamino-phenyl)-4-(4-acetylamino-phenylamino)-2-methyl-5-oxo-2,5-dihydro-1H-pyrrole-2-carboxylic acid methyl ester

Conditions
ConditionsYield
In dichloromethane at 20 - 25℃; for 1h; Irradiation;95%
N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

tert-butylcarbamoyl-thioacetic acid S-tert-butyl ester
339274-37-2

tert-butylcarbamoyl-thioacetic acid S-tert-butyl ester

N-(4-acetylamino-phenyl)-N'-tert-butyl-malonamide

N-(4-acetylamino-phenyl)-N'-tert-butyl-malonamide

Conditions
ConditionsYield
With silver trifluoroacetate In 1,2-dimethoxyethane at 20℃;95%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

(4-acetylaminophenyl)carbamic acid tert-butyl ester
769121-30-4

(4-acetylaminophenyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With zinc(II) perchlorate In tert-butyl alcohol at 20℃; for 72h;95%
With PEG-400 at 20℃; for 2h; Neat (no solvent); chemoselective reaction;86%
With 1-butyl-3-methylimidazolium trifluoromethanesulfonimide at 30 - 35℃; for 0.75h; neat (no solvent); chemoselective reaction;80%
2,6-Dichloropyrimidine
3934-20-1

2,6-Dichloropyrimidine

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

N-(4-(2-chloropyrimidin-4-ylamino)phenyl)acetamide
579516-14-6

N-(4-(2-chloropyrimidin-4-ylamino)phenyl)acetamide

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; ethanol at 75℃;95%
With sodium hydrogencarbonate In tetrahydrofuran; ethanol at 0 - 20℃; for 16h;
2,5-dinitropyridine
15009-92-4

2,5-dinitropyridine

N-acetyl-p-phenylenediamine
122-80-5

N-acetyl-p-phenylenediamine

N-[4-(5-nitropyridin-2-ylamino)phenyl]acetamide
801243-60-7

N-[4-(5-nitropyridin-2-ylamino)phenyl]acetamide

Conditions
ConditionsYield
In ethanol; acetic acid at 20℃; for 2h;95%

4'-Aminoacetanilide Specification

The p-Amino acetanilide with CAS registry number of 122-80-5 is also called Acetamide,N-(4-aminophenyl)-. The IUPAC name is N-(4-aminophenyl)acetamide. Its EINECS registry number is 204-576-6. In addition, the molecular formula is C8H10N2O and the molecular weight is 150.1778. It belongs to the classes of Amineprimary; Intermediates of Dyes and Pigments; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts. It is a kind of white or slightly reddish solid. And it is slightly soluble in water. What's more, it should be stored in a airtight, cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 0.08; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0; (4)ACD/LogD (pH 7.4): 0; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 22; (8)ACD/KOC (pH 7.4): 26; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 55.12 Å2; (13)Index of Refraction: 1.636; (14)Molar Refractivity: 44.761 cm3; (15)Molar Volume: 124.796 cm3; (16)Polarizability: 17.745 ×10-24cm3; (17)Surface Tension: 53.079 dyne/cm; (18)Density: 1.203 g/cm3; (19)Flash Point: 115.717 °C; (20)Enthalpy of Vaporization: 50.577 kJ/mol; (21)Boiling Point: 267.726 °C at 760 mmHg; (22)Vapour Pressure: 0.008 mmHg at 25°C.

Preparation of p-Amino acetanilide: it can be prepared by p-nitroacetylaniline. p-Nitroacetylaniline can be prepared by acetylaniline. At first, you can put the sulfuric acid into the kettle, then add the acetylaniline in 2-2.5 hours with stirring at the temperature of 20-25 °C and make the whole to dissolve. Then cool the mixture to 4-7 ℃, add mix acid in 20 hours by dropping. After the separation process, you can get p-nitroacetylaniline. At last, you can use iron powder to resolve p-nitroacetylaniline to get  p-Amino acetylaniline.

Uses of p-Amino acetanilide: it can be used in organic synthesis and pharmaceutical industry. it can be used as Azo Dye Intermediates. It can react with hexane-1-sulfonyl chloride to get N-(4-acetamidophenyl)sulfamoylhexane. This reaction will need reagent  pyridine. The yield is about 83%.

P-Amino acetanilide can react with to hexane-1-sulfonyl chloride get N-(4-acetamidophenyl)sulfamoylhexane

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes and harmful by inhalation, in contact with skin and if swallowed. And it may cause sensitization by inhalation and skin contact. During using it, you should  not breathe dust and should wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Nc1ccc(NC(C)=O)cc1
(2)InChI: InChI=1/C8H10N2O/c1-6(11)10-8-4-2-7(9)3-5-8/h2-5H,9H2,1H3,(H,10,11)
(3)InChIKey: CHMBIJAOCISYEW-UHFFFAOYAK

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 633mg/kg (633mg/kg)   Meditsina Truda i Promyshlennaya Ekologiya. Industrial Medicine and Ecology. Vol. (10), Pg. 36, 1996.
rat LD50 oral 2500mg/kg (2500mg/kg)   Meditsina Truda i Promyshlennaya Ekologiya. Industrial Medicine and Ecology. Vol. (10), Pg. 36, 1996.

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