3'-Aminoacetanilide supplier

Name
N1-(3-Aminophenyl)acetamide
EINECS 203-021-5
CAS No. 102-28-3
Article Data39
CAS DataBase
Density 1.203 g/cm³
Solubility 1-5 g/100 mL at 24 °C in water
Melting Point 86-88 °C(lit.)
Formula C₈H₁₀N₂O
Boiling Point 388.9 °C at 760 mmHg
Molecular Weight 150.18
Flash Point 189 °C
Transport Information
Appearance Gray solid.
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms m-Aminoacetanilide;Acetanilide,3'-amino- (6CI,7CI,8CI);1-Acetylamino-3-aminobenzene;1-Amino-3-(acetylamino)benzene;3-(Acetylamino)aniline;3-Acetamidoaniline;3-Acetylaminobenzeneamine;3-Amino-N-acetylaniline;N-(3-Aminophenyl)acetamide;N-Acetyl-1,3-diaminobenzene;N-Acetyl-m-phenylenediamine;NSC 165576;m-(Acetylamino)aniline;m-Acetamidoaniline;
PSA 55.12000
LogP 1.88140

Synthetic route

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

: 102-28-3
m-acetamide aniline

Conditions

Conditions	Yield
With iron(III)-acetylacetonate; hydrazine hydrate In methanol at 150℃; Microwave irradiation; Green chemistry;	99%

: 108-45-2
m-phenylenediamine

: 64-19-7
acetic acid

: 141-78-6
ethyl acetate

: 102-28-3
m-acetamide aniline

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane at 65 - 90℃; for 6h; Time; Inert atmosphere;	98.4%

...Expand

: 122-28-1
N-(3-nitrophenyl)acetanilide

: 102-28-3
m-acetamide aniline

Conditions

Conditions	Yield
With sodium tetrahydroborate; TPGS-750-M In tetrahydrofuran; water at 20℃; for 0.5h;	98%
With aluminum amalgam; water In tetrahydrofuran at 20℃; for 0.5h;	96%
With iron; acetic acid In neat liquid at 50℃; for 0.25h;	91%

: 6011-18-3
1-(3-aminophenyl)ethanone oxime

: 102-28-3
m-acetamide aniline

Conditions

Conditions	Yield
With chlorosulfonic acid In toluene at 90℃; for 0.5h; Beckmann rearrangement;	98%
With tricarallylic acid at 160℃; for 0.0833333h; Beckmann rearrangement; Inert atmosphere; neat (no solvent);	90%

: 108-45-2
m-phenylenediamine

: 106-50-3
1,4-phenylenediamine

: 102-28-3
m-acetamide aniline

Conditions

Conditions	Yield
	88.5%

: 588-07-8
3-Chloroacetanilide

: 102-28-3
m-acetamide aniline

Conditions

Conditions	Yield
With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C50H70NO4PPdS; C50H70NO4PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 80℃; for 24h; Inert atmosphere;	48%

: 108-24-7
acetic anhydride

: 108-45-2
m-phenylenediamine

: 102-28-3
m-acetamide aniline

Conditions

Conditions	Yield
In tetrahydrofuran at -10℃; for 5h;	34.2%

: 127-09-3
sodium acetate

: 615-28-1
o-phenylenediamine dihydrochloride

: 102-28-3
m-acetamide aniline

Conditions

Conditions	Yield
With water das Hydrochlorid entsteht;

: 108-45-2
m-phenylenediamine

: 64-19-7
acetic acid

: 102-28-3
m-acetamide aniline

Conditions

Conditions	Yield
With hydrogenchloride das Hydrochlorid entsteht; ueber mehrere Stufen;

: 621-35-2
N-(3-aminophenyl)-acetamide hydrochloride

: 102-28-3
m-acetamide aniline

Conditions

Conditions	Yield
With sodium chloride pH ;

: 108-45-2
m-phenylenediamine

glacial acetic acid (2 mol): glacial acetic acid (2 mol)

: 102-28-3
m-acetamide aniline

: 64-19-7
acetic acid

: 25186-45-2
N-(3-(phenyldiazenyl)phenyl)acetamide

iron: iron

A: 62-53-3
aniline

B: 102-28-3
m-acetamide aniline

...Expand

: 108-45-2
m-phenylenediamine

dimethyldihydroresorcinol (1 mol): dimethyldihydroresorcinol (1 mol)

A: 102-28-3
m-acetamide aniline

B Caro's acid: Caro's acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HCl / H2O / 8 h / pH = 1,5-3,5 2: 20 percent NaCl-solution / pH View Scheme

...Expand

: 99-09-2
3-nitro-aniline

: 102-28-3
m-acetamide aniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: palladium on activated charcoal; hydrogen / methanol / 8 h / 20 °C 2: acetic acid / Reflux View Scheme
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / dichloromethane; methanol / 20 °C / 760.05 Torr View Scheme
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane 2: tin(II) chloride dihdyrate / ethanol / 16 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: 0.5 h / 20 °C 2: acetic acid; iron / neat liquid / 0.25 h / 50 °C View Scheme

: 102-28-3
m-acetamide aniline

: 3-acetamidobenzenediazonium tetrafluoroborate

Conditions

Conditions	Yield
With tetrafluoroboric acid; tert.-butylnitrite In methanol; water at 0℃; for 1h; Inert atmosphere;	100%
Multi-step reaction with 2 steps 1: tetrahydrofuran / -15 °C 2: tert.-butylnitrite / tetrahydrofuran View Scheme

: 871700-07-1
trifluoromethanesulfonic acid 3-cyclopropyl-1-(2-fluoro-4-iodophenyl)-6,8-dimethyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydro-pyrido[2,3-d]pyrimidin-5-yl ester

: 102-28-3
m-acetamide aniline

: N-{3-[3-cyclopropyl-1-(2-fluoro-4-iodophenyl)-6,8-dimethyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydropyrido[2,3-d]pyrimidin-5-ylamino]phenyl}acetamide

Conditions

Conditions	Yield
With 2,6-dimethylpyridine In N,N-dimethyl acetamide at 130℃; for 5h; Product distribution / selectivity;	99%

: 6629-04-5
ethyl N-cyanoacetylcarbamate

: 102-28-3
m-acetamide aniline

: 1207441-77-7
(Z)-ethyl 2-(2-(3-acetamidophenyl)hydrazono)-2-cyanoacetylcarbamate

Conditions

Conditions	Yield
Stage #1: m-acetamide aniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h; Stage #2: ethyl N-cyanoacetylcarbamate With sodium acetate In ethanol; water at 0℃; for 3h;	99%

: 96-34-4
methyl chloroacetate

: 102-28-3
m-acetamide aniline

: m-acetylamino-N,N-di(methylacetate)aniline

Conditions

Conditions	Yield
Stage #1: methyl chloroacetate; m-acetamide aniline With sodium carbonate at 90 - 100℃; for 2h; Stage #2: With sodium bromide; zinc at 105 - 110℃; for 2h; Catalytic behavior; Time;	98.6%

: 102-28-3
m-acetamide aniline

: 3-amino-2,4,6-tribromoacetanilide

Conditions

Conditions	Yield
With benzyltrimethylammonium chlorobromate In methanol; dichloromethane for 3h; Ambient temperature;	98%

: 102-28-3
m-acetamide aniline

: 49584-26-1
p-cyanobenzenesulfonyl chloride

: 847732-99-4
N-(3-{[(4-Cyanophenyl)sulfonyl]amino}phenyl)acetamide

Conditions

Conditions	Yield
With sodium acetate In water; isopropyl alcohol at 20℃; for 3.5h; Heating / reflux;	98%

: 75-00-3
chloroethane

: 102-28-3
m-acetamide aniline

: 6375-46-8
m-acetylamino-N,N-diethylanilne

Conditions

Conditions	Yield
With ammonium hydroxide In water at 90 - 98℃; under 7500.75 Torr; for 18h; pH=5 - 7; Temperature; Large scale;	98%

: 302601-82-7
4-(2-(diethylamino)acetamido)benzoic acid

: 102-28-3
m-acetamide aniline

: 1357620-21-3
3-acetamido-N-(4-(2-(diethylamino)acetamido)phenyl)benzamide

Conditions

Conditions	Yield
With dmap; benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 20h; Inert atmosphere;	97%

: 102-28-3
m-acetamide aniline

: 50617-74-8
N-ethyl-1,3-benzenediamine

Conditions

Conditions	Yield
With dimethyl sulfide borane In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;	97%

: 102-28-3
m-acetamide aniline

: 5-amino-2,4-dibromoacetanilide

Conditions

Conditions	Yield
With tetra-N-butylammonium tribromide In methanol; dichloromethane for 0.166667h; Ambient temperature;	96%

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 102-28-3
m-acetamide aniline

: 395667-32-0
2-chloro-4,6-bis([3-acetylamino]phenylamino)-triazine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In acetone for 3h; Reflux;	96%

: 88284-48-4
2-(trimethylsilyl)phenyl trifluoromethanesulfonate

: 102-28-3
m-acetamide aniline

: 19619-91-1
N-(3-(phenylamino)phenyl)acetamide

Conditions

Conditions	Yield
With cesium fluoride In acetonitrile at 20℃; for 10h;	95%

: 13361-36-9
2-methoxyethyl 2-chloroacetate

: 102-28-3
m-acetamide aniline

: C18H26N2O7

Conditions

Conditions	Yield
With sodium carbonate; sodium bromide at 10 - 100℃;	94.89%
With sodium carbonate; sodium bromide at 100℃;	94.89%
With sodium carbonate; sodium bromide at 100℃;	94.89%

: 871700-56-0
1-(2-fluoro-4-iodophenyl)-3-(4-methoxybenzyl)-6,8-dimethyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydropyrido[2,3-d]pyrimidin-5-yl trifluoromethanesulfonate

: 102-28-3
m-acetamide aniline

: N-{3-[1-(2-fluoro-4-iodophenyl)-3-(4-methoxybenzyl)-6,8-dimethyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydropyrido[2,3-d]pyrimidin-5-ylamino]-phenyl}-acetamide

Conditions

Conditions	Yield
With 2,6-dimethylpyridine In N,N-dimethyl acetamide at 130℃; for 2h;	94.6%

: 2927-71-1
2,4-dichloro-5-fluoropyrimidine

: 102-28-3
m-acetamide aniline

: 1166389-12-3
N-(3-(2-chloro-5-fluoropyrimidin-4-ylamino)phenyl)acetamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 80℃; for 16h;	94%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 80℃; for 16h;	94%

: 79-10-7
acrylic acid

: 102-28-3
m-acetamide aniline

: 3-[(3-Acetylamino-phenyl)-(2-carboxy-ethyl)-amino]-propionic acid

Conditions

Conditions	Yield
In water at 100℃; for 3h;	93.8%

: 96-34-4
methyl chloroacetate

: 102-28-3
m-acetamide aniline

: C11H14N2O3

Conditions

Conditions	Yield
With triethylamine In 1,2-dichloro-ethane at 50 - 70℃;	93.7%

: 871700-32-2
3-cyclopropyl-1-(2-fluoro-4-iodophenyl)-6,8-dimethyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydropyrido[2,3-d]pyrimidin-5-yl 4-methylbenzenesulfonate

: 102-28-3
m-acetamide aniline

: N-{3-[3-cyclopropyl-1-(2-fluoro-4-iodophenyl)-6,8-dimethyl-2,4,7-trioxo-1,2,3,4,7,8-hexahydropyrido[2,3-d]pyrimidin-5-ylamino]phenyl}acetamide

Conditions

Conditions	Yield
With 2,6-dimethylpyridine In N,N-dimethyl acetamide at 130℃; for 4h; Product distribution / selectivity;	93%

: 5190-68-1
4-chloroquinazoline

: 102-28-3
m-acetamide aniline

: N-(3-(quinazolin-4-ylamino)phenyl)acetamide

Conditions

Conditions	Yield
In isopropyl alcohol at 110℃; Sealed tube; Microwave irradiation;	92%

: 2831-66-5
2,4-dichloro-1,3,5-triazine

: 102-28-3
m-acetamide aniline

: 1211876-46-8
N-(3-(4-chloro-1,3,5-triazin-2-ylamino)phenyl)acetamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1,2-dimethoxyethane at 20℃; for 16h; Cooling with ice;	91.7%

: 153493-48-2
5,6-dichlorofurazano<3,4-b>pyrazine

: 102-28-3
m-acetamide aniline

: N-{3-[6-(3-acetylamino-phenylamino)-[1,2,5]oxadiazolo[3,4-b]pyrazin-5-ylamino]-phenyl}-acetamide

Conditions

Conditions	Yield
With N,N-diethylaniline In acetonitrile Substitution; Heating;	91%

: 292638-84-7
styrene

: 102-28-3
m-acetamide aniline

: N-(3-(1-phenylethylamino)phenyl)acetamide

Conditions

Conditions	Yield
With [(9,9-Me2-4,5-(PPh2)2-xanthene]Pd(η3-allyl)OTf In 1,4-dioxane at 100℃; for 24h;	91%

: 50-00-0
formaldehyd

: 108-73-6
3,5-dihydroxyphenol

: 102-28-3
m-acetamide aniline

: 1353370-43-0
C36H36N6O6

Conditions

Conditions	Yield
With acetic acid In ethanol; water at 20℃; for 12h;	91%

...Expand

: 82671-02-1
2,6-dichloro-5-fluoro-pyridine-3-carbonitrile

: 102-28-3
m-acetamide aniline

: 1374215-08-3
C14H10ClFN4O

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 20 - 100℃; for 3h;	91%

: 17763-67-6
Phenyl triflate

: 102-28-3
m-acetamide aniline

: 19619-91-1
N-(3-(phenylamino)phenyl)acetamide

Conditions

Conditions	Yield
With C47H70BrO4PPdSi; sodium t-butanolate In tetrahydrofuran at 20℃; Schlenk technique; Inert atmosphere; Sealed tube;	91%
With C46H27F24FeNiP2(1+)*CF3O3S(1-); triethylamine In 2-methyltetrahydrofuran at 100℃; for 16h; Schlenk technique; Inert atmosphere; Glovebox; Sealed tube;	25 %Chromat.

: 2-iminiomethylvinamidinium trichloride monohydrate

: 102-28-3
m-acetamide aniline

: 363135-51-7
N-(3-Formylquinolin-7-yl)acetamide

Conditions

Conditions	Yield
Stage #1: 2-iminiomethylvinamidinium trichloride monohydrate; m-acetamide aniline With piperidine In butan-1-ol at 80℃; for 2h; Stage #2: With acetic acid In water; butan-1-ol Stage #3: With sodium hydroxide In water at 20℃; for 1h;	90%

3'-Aminoacetanilide Chemical Properties

Product Name:N1-(3-Aminophenyl)acetamide
The MF of N1-(3-Aminophenyl)acetamide(102-28-3) is C₈H₁₀N₂O.

The MW of N1-(3-Aminophenyl)acetamide(102-28-3) is 150.18.
Synonyms: N-ACETYL-M-PHENYLENEDIAMINE;N-ACETYL-1,3-PHENYLENEDIAMINE;N1-(3-AMINOPHENYL)ACETAMIDE;3’-amino-acetanilid;3-acetylaminoaniline
EINECS: 203-021-5
Product Categories: Intermediates of Dyes and Pigments;AMINEPRIMARY;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
Mol File: 102-28-3.mol
mp:86-88 °C(lit.)
Surface Tension of it is 53 dyne/cm and the density is 1.203 g/cm³
Flash Point: 189 °C
Enthalpy of Vaporization: 63.82 kJ/mol
Boiling Point: 388.9 °C at 760 mmHg
Water Solubility: 1-5 g/100 mL at 24 oC
CAS DataBase Reference:102-28-3(CAS DataBase Reference)
EPA Substance Registry:System 102-28-3(EPA Substance)

3'-Aminoacetanilide Uses

The N1-(3-Aminophenyl)acetamide(102-28-3) is used primarily as a reaction intermediate for dyes and disperse dyes

3'-Aminoacetanilide Toxicity Data With Reference

1.	eye-rbt 500 mg/24H SEV	28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,129.
2.	mmo-sat 333 µg/plate	EMMUEG Environmental and Molecular Mutagenesis. 11 (Suppl 12)(1988),1.
3.	ivn-mus LD50:320 mg/kg	CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#02899 .

3'-Aminoacetanilide Consensus Reports

Reported in EPA TSCA Inventory.

3'-Aminoacetanilide Safety Profile

Poison by intravenous route. Moderately toxic by ingestion. A severe eye irritant. Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x.
Hazard Codes:Xi
Risk Statements:36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin ;
Safety Statements:26-36-37/39
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice ;
S36:Wear suitable protective clothing ;
S37/39:Wear suitable gloves and eye/face protection ;
WGK Germany:3
RTECS:AD8050000

3'-Aminoacetanilide Specification

It is Incompatible with Strong oxidizing agents, acids, acetic anhydride, acid chlorides, carbon dioxide.Hazardous Decomposition Products is Nitrogen oxides, carbon monoxide, carbon dioxide.

Product Name

N1-(3-Aminophenyl)acetamide

Synthetic route

3'-Aminoacetanilide Chemical Properties

3'-Aminoacetanilide Uses

3'-Aminoacetanilide Toxicity Data With Reference

3'-Aminoacetanilide Consensus Reports

3'-Aminoacetanilide Safety Profile

3'-Aminoacetanilide Specification

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