PROPIONANILIDE supplier | CasNO.620-71-3

Name
PROPIONANILIDE
EINECS
CAS No. 620-71-3
Article Data237
CAS DataBase
Density 1.073g/cm³
Solubility Insoluble in water.
Melting Point 104-107℃
Formula C9H11 N O
Boiling Point 314.4°C at 760 mmHg
Molecular Weight 149.192
Flash Point 182°C
Transport Information
Appearance
Safety Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NO_x.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Propionanilide(6CI,7CI,8CI); N-Phenylpropanamide; N-Phenylpropionamide; NSC 58952; R 50977
PSA 29.10000
LogP 2.10810

Synthetic route

: 23517-42-2
propiophenone oxime

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With sulfuric acid; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate for 0.0166667h; Beckmann rearrangement; microwave irradiation;	100%
mercury dichloride In acetonitrile at 80℃; for 8h; Beckmann rearrangement;	98%
With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; zinc(II) chloride In acetonitrile for 1h; Beckmann rearrangement; Heating;	97%

: 2157-50-8
propiophenone oxime

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With 1,1'-carbonyldiimidazole; methyl iodide In acetonitrile for 1h; Heating;	98%
With p-toluenesulfonyl chloride; zinc(II) chloride In acetonitrile for 1h; Beckmann rearrangement; Inert atmosphere; Reflux;	98%
With silica gel; caesium carbonate; N-tosylimidazole In N,N-dimethyl-formamide for 2h; Beckmann rearrangement; Reflux;	98%

: 802294-64-0
propionic acid

: 62-53-3
aniline

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 5h;	98%
Stage #1: propionic acid With iodine; triethylamine; phosphorous acid trimethyl ester In dichloromethane for 0.166667h; Cooling with ice; Inert atmosphere; Stage #2: aniline In dichloromethane at 20℃; for 3h; Inert atmosphere; Cooling with ice;	96%
With [((CH3)5Cp)2Zr(H2O)2OSO2C8F17]+[OSO2C8F17]-*THF In neat (no solvent) at 80℃; for 2h;	94%

: 74-85-1
ethene

: 201230-82-2
carbon monoxide

: 62-53-3
aniline

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With palladium(II) acetylacetonate In toluene at 100℃; under 30003 Torr; for 20h; Autoclave; Inert atmosphere; regioselective reaction;	98%
With C52H52NO5P; palladium(II) iodide In tetrahydrofuran at 60℃; under 760.051 Torr; for 72h; Autoclave; regioselective reaction;	93%
With Ru-clusters supported on ceria In tetrahydrofuran at 160℃; under 7500.75 Torr; for 24h; Autoclave;	67%
Co/C In water at 150℃; under 53203.6 Torr; for 72h;	54%

...Expand

: 369-57-3
benzenediazonium tetrafluoroborate

: 107-12-0
propiononitrile

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
Stage #1: benzenediazonium tetrafluoroborate; propiononitrile for 0.0166667h; Microwave irradiation; Stage #2: With water In diethyl ether	97%

: 71-23-8
propan-1-ol

: 62-53-3
aniline

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With oxygen; sodium hydroxide In water at 40℃; for 24h;	97%
With oxygen; sodium hydroxide In water at 40℃; for 24h; Green chemistry;	94%
With potassium tert-butylate In 1,4-dioxane at 110℃; for 24h;	88%

: 123-62-6
propionic acid anhydride

: 62-53-3
aniline

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate In neat (no solvent) at 20℃; for 0.0333333h; Green chemistry;	96%
With sodium dodecyl-sulfate In water	87%

: 93-55-0
1-phenyl-propan-1-one

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid; hydroxylamine hydrochloride In formic acid for 7h; Heating;	96%
With sodium azide; sulfuric acid; silica gel at 60℃; for 0.5h; Schmidt reaction;	95%
With zinc(II) chloride; hydroxylamine-O-sulfonic acid In water at 20℃; for 16h; Beckmann Rearrangement;	93%

: 802294-64-0
propionic acid

: 622-37-7
Phenyl azide

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With triphenylphosphine In benzene for 60h; Heating;	96%
With triethylphosphine In benzene at 80℃; for 12h;	87%

: 7341-97-1
N-phenyl propynamide

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With hydrogen for 1h;	94%

: 73686-44-9
methyl pyridin-2-yl acetate

: 62-53-3
aniline

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With allylchloro-[1,3-bis(diisopropylphenyl)-imidazole-2-ylidene]palladium(II); water; potassium carbonate In toluene at 110℃; for 16h; Inert atmosphere;	94%

: 79-03-8
propionyl chloride

: 62-53-3
aniline

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With thermally decomposed Ni-Fe-hydrotalcite at 26.84℃; for 0.0166667h; Neat (no solvent);	89%
With pyridine In dichloromethane for 16h; Ambient temperature;	84%
In dichloromethane at 20℃; Schlenk technique;	47%

: 79-03-8
propionyl chloride

: 17082-12-1
trans-azobenzene

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With samarium; titanium tetrachloride In tetrahydrofuran at 65℃; for 0.116667h;	85%

: 95465-23-9
((C6H11)3P)NiN(C6H5)CO(CH2)2

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
	83%
With oxonium In not given hydrolysis;	83%

: 21262-52-2
2-chloro-N-phenylpropanamide

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In toluene for 14h; Heating;	82%

: 123-62-6
propionic acid anhydride

: 17082-12-1
trans-azobenzene

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With samarium; titanium tetrachloride In tetrahydrofuran at 65℃; for 0.0833333h;	82%

: 5-ethoxycarbonyl-6-methyl-1,3-dipropionyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one

: 62-53-3
aniline

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃;	82%

: diethyl 1-propionyl-1,4-dihydropyridine-3,5-dicarboxylate

: 62-53-3
aniline

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
Stage #1: diethyl 1-propionyl-1,4-dihydropyridine-3,5-dicarboxylate With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane for 0.5h; Stage #2: aniline With dmap In dichloromethane for 21.5h;	82%

: 430-71-7
propionyl fluoride

: 62-53-3
aniline

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 16h;	82%

: 71-43-2
benzene

: 79-05-0
Propionamid

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With (difluoroboryl)dimethylglyoximatocobalt(II) bis(acetonitrile); 3-cyano-1-methylquinolinium cation In acetonitrile at 20℃; for 5h; Inert atmosphere; Irradiation; Green chemistry;	81%

: phenyl-λ3-iodanediyl dipropionate

: 55-21-0
benzamide

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 100℃; for 24h;	81%

: 78-95-5
chloroacetone

: 62-53-3
aniline

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
	80%

: 123-62-6
propionic acid anhydride

: 622-37-7
Phenyl azide

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With triethyl phosphite at 100℃; for 0.333333h; Microwave irradiation; neat (no solvent);	80%

: 106-36-5
propyl propionate

: 62-53-3
aniline

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With carbonylhydrido(tetrahydroborato)[bis(2-diphenylphosphinoethyl)-amino]ruthenium(II); potassium tert-butylate In toluene at 120℃; for 48h; Inert atmosphere; Schlenk technique; Reflux; Green chemistry;	80%

: 23517-38-6
propiophenone oxime

A: 614-17-5
N-ethylbenzamide

B: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid; Tri(p-tolyl)phosphine; chloro(1,5-cyclooctadiene)rhodium(I) dimer In 1,2-dichloro-ethane for 3h; Product distribution; Further Variations:; Reagents; Beckmann rearrangement; Heating;	A 2% B 78%

: 1-phenyl-1-azidopropane

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
With water; benzoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; iron(II) chloride In 1,2-dichloro-ethane at 60℃; Catalytic behavior; Reagent/catalyst; Schlenk technique; Inert atmosphere;	78%

: 3768-55-6
N-trimethylsilylaniline

: 79-03-8
propionyl chloride

: 620-71-3
N-(phenyl)-2-methylacetamide

Conditions

Conditions	Yield
In hexane for 5h; Ambient temperature;	74%

: 620-71-3
N-(phenyl)-2-methylacetamide

: 89-98-5
2-chloro-benzaldehyde

: (+/-)-(2S,3R)-3-(2-chlorophenyl)-3-hydroxy-2-methyl-N-phenylpropanamide

: (+/-)-(2S,3S)-3-(2-chlorophenyl)-3-hydroxy-2-methyl-N-phenylpropanamide

Conditions

Conditions	Yield
Stage #1: N-(phenyl)-2-methylacetamide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: 2-chloro-benzaldehyde In tetrahydrofuran; hexane at 0℃; for 0.5h;	A 15% B n/a

...Expand

: 620-71-3
N-(phenyl)-2-methylacetamide

: 123-11-5
4-methoxy-benzaldehyde

: (+/-)-(2S,3S)-3-hydroxy-3-(4-methoxyphenyl)-2-methyl-N-phenylpropanamide

Conditions

Conditions	Yield
Stage #1: N-(phenyl)-2-methylacetamide With n-butyllithium In tetrahydrofuran; hexane for 0.75h; Stage #2: With zinc(II) chloride In tetrahydrofuran; hexane Stage #3: 4-methoxy-benzaldehyde In tetrahydrofuran; hexane at 0℃; for 0.25h;	15%

: 620-71-3
N-(phenyl)-2-methylacetamide

: 135-02-4
ortho-anisaldehyde

: (+/-)-(2S,3R)-3-hydroxy-3-(2-methoxyphenyl)-2-methyl-N-phenylpropanamide

: (+/-)-(2S,3S)-3-hydroxy-3-(2-methoxyphenyl)-2-methyl-N-phenylpropanamide

Conditions

Conditions	Yield
Stage #1: N-(phenyl)-2-methylacetamide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: ortho-anisaldehyde In tetrahydrofuran; hexane at 0℃; for 0.5h;	A 16% B n/a

...Expand

: 620-71-3
N-(phenyl)-2-methylacetamide

: 145474-72-2, 145474-74-4
N-<<1-benzyl-5-<(4-methylphenyl)sulfonyloxymethyl>-2-piperidinyl>methyl>-4-fluorobenzamide

: 145474-78-8
N-<<1-benzyl-5-<(N-phenyl,N-propionyl)aminomethyl>-2-piperidinyl>methyl>-4-fluorobenzamide

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium tert-butylate In toluene at 70℃; for 24h;	17%

: 620-71-3
N-(phenyl)-2-methylacetamide

: 78-84-2
isobutyraldehyde

: (+/-)-(2S,3S)-3-hydroxy-2,4-dimethyl-N-phenylpentanamide

: (+/-)-(2S,3R)-3-hydroxy-2,4-dimethyl-N-phenylpentanamide

Conditions

Conditions	Yield
Stage #1: N-(phenyl)-2-methylacetamide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: isobutyraldehyde In tetrahydrofuran; hexane at 0℃; for 0.5h;	A 19% B n/a

...Expand

: 620-71-3
N-(phenyl)-2-methylacetamide

: 66-99-9
β-naphthaldehyde

: (+/-)-(2S,3R)-3-hydroxy-2-methyl-3-(2-naphthyl)-N-phenylpropanamide

: (+/-)-(2S,3S)-3-hydroxy-2-methyl-3-(2-naphthyl)-N-phenylpropanamide

Conditions

Conditions	Yield
Stage #1: N-(phenyl)-2-methylacetamide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: β-naphthaldehyde In tetrahydrofuran; hexane at 0℃; for 0.5h;	A 24% B n/a

...Expand

: 620-71-3
N-(phenyl)-2-methylacetamide

: 100-51-6
benzyl alcohol

: 80818-45-7
N-phenyl methyl-2 phenyl-3 propene-2 amide

Conditions

Conditions	Yield
With (4-Me)Triaz(NHPiPr2)2Mn(CO)2Br; caesium carbonate In tert-Amyl alcohol at 135℃; for 24h; Inert atmosphere; Schlenk technique; Glovebox;	24%

: 620-71-3
N-(phenyl)-2-methylacetamide

: 75-07-0
acetaldehyde

: 90033-14-0, 127603-88-7
(+/-)-(2S,3R)-3-hydroxy-2-methyl-N-phenylbutanamide

: 90033-14-0, 127603-88-7
(+/-)-(2S,3S)-3-hydroxy-2-methyl-N-phenylbutanamide

Conditions

Conditions	Yield
Stage #1: N-(phenyl)-2-methylacetamide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: acetaldehyde In tetrahydrofuran; hexane at 0℃; for 0.5h;	A n/a B 25%

...Expand

: 98-01-1
furfural

: 620-71-3
N-(phenyl)-2-methylacetamide

: (+/-)-(2S,3R)-3-(2-furyl)-3-hydroxy-2-methyl-N-phenylpropanamide

: (+/-)-(2S,3S)-3-(2-furyl)-3-hydroxy-2-methyl-N-phenylpropanamide

Conditions

Conditions	Yield
Stage #1: N-(phenyl)-2-methylacetamide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: furfural In tetrahydrofuran; hexane at 0℃; for 0.5h;	A 26% B n/a

...Expand

: 73568-25-9
2-chloro-3-quinoline carboxaldehyde

: 620-71-3
N-(phenyl)-2-methylacetamide

: 76671-67-5
3-Methyl-1-phenyl-1H-benzo[b][1,8]naphthyridin-2-one

Conditions

Conditions	Yield
With phosphorus (III) oxychloride; N,N-dimethyl-formamide; Acetanilid at 75℃; for 3h;	27%

: 620-71-3
N-(phenyl)-2-methylacetamide

: 74-86-2
acetylene

: 53832-62-5
3-anilino-1-butyne

Conditions

Conditions	Yield
With potassium In 1,4-dioxane at 150℃; under 9120 Torr; for 10h; in autoclave;	30%

: 620-71-3
N-(phenyl)-2-methylacetamide

: 2955-69-3
N-phenylpropanethioamide

Conditions

Conditions	Yield
With Lawessons reagent In toluene at 100 - 110℃; for 4.33333h; Inert atmosphere;	37%
With Lawessons reagent In toluene for 2h; Reflux; Inert atmosphere;

: 591-50-4
iodobenzene

: 620-71-3
N-(phenyl)-2-methylacetamide

: 7470-52-2
N-([1,1’-biphenyl]-2-yl)propionamide

Conditions

Conditions	Yield
Stage #1: N-(phenyl)-2-methylacetamide With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver trifluoroacetate In 1,2-dichloro-ethane for 0.0833333h; Sealed tube; Inert atmosphere; Stage #2: iodobenzene In 1,2-dichloro-ethane at 120℃; for 24h; Sealed tube; Inert atmosphere;	41%

: 6320-02-1
2-bromothiophenol

: 620-71-3
N-(phenyl)-2-methylacetamide

: 6622-75-9
1-(10H-phenothiazin-10-yl)propan-1-one

Conditions

Conditions	Yield
Stage #1: o-bromothiophenol; N-(phenyl)-2-methylacetamide With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; copper(II) bis(trifluoromethanesulfonate) at 100℃; for 18h; Stage #2: With caesium carbonate; N,N`-dimethylethylenediamine at 100℃; for 2h;	41%

: 620-71-3
N-(phenyl)-2-methylacetamide

: 70-69-9
1-(4-aminophenyl)-1-propanone

Conditions

Conditions	Yield
With ytterbium trifluoromethanesulfonate; lithium perchlorate In nitromethane at 100℃; for 8h; Fries rearrangement;	43%
With aluminium trichloride at 200℃;

: methyl (2-methyloct-3-yn-2-yl) carbonate

: 620-71-3
N-(phenyl)-2-methylacetamide

: N-(2-(2-methylocta-2,3-dien-4-yl)phenyl)propionamide

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium acetate; silver(I) triflimide In dichloromethane at 60℃; for 36h; Schlenk technique; Inert atmosphere; regioselective reaction;	44%

: 620-71-3
N-(phenyl)-2-methylacetamide

: 100-52-7
benzaldehyde

: 84918-79-6
N-phenyl-N-propionylbenzamide

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; water; iron(II) bromide In 1,2-dichloro-ethane at 60℃; for 16h; Catalytic behavior; Inert atmosphere; Schlenk technique;	47%

: 591-50-4
iodobenzene

: 620-71-3
N-(phenyl)-2-methylacetamide

: 32870-22-7
1,4-diphenyl-1H-quinolin-2-one

Conditions

Conditions	Yield
With 2,5-dimethylpyridine; silver carbonate; palladium dichloride In tert-Amyl alcohol at 140℃; for 24h;	48%

: 620-71-3
N-(phenyl)-2-methylacetamide

: 501-65-5
diphenyl acetylene

: 1-(2,3-diphenyl-1H-indol-1-yl)propan-1-one

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; silver methanesulfonate; copper(II) acetate monohydrate In toluene at 110℃; for 12h; Inert atmosphere;	50%

: 620-71-3
N-(phenyl)-2-methylacetamide

: 66-77-3
1-naphthaldehyde

: (+/-)-(2S,3R)-3-hydroxy-2-methyl-3-(1-naphthyl)-N-phenylpropanamide

: (+/-)-(2S,3S)-3-hydroxy-2-methyl-3-(1-naphthyl)-N-phenylpropanamide

Conditions

Conditions	Yield
Stage #1: N-(phenyl)-2-methylacetamide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Stage #2: 1-naphthaldehyde In tetrahydrofuran; hexane at 0℃; for 0.5h;	A 52% B n/a

...Expand

PROPIONANILIDE Chemical Properties

Propionanilide is also named as n-phenyl-propanamid;N-Phenylpropanamide;Propionamide, N-phenyl-;Propionic anilide,and so on.

Molecular Formula: C₉H₁₁NO
Molecular Weight: 149.19
EINECS: 210-649-3

PROPIONANILIDE Toxicity Data With Reference

Test type: LD₅₀- Lethal dose, 50 percent kill
Contact:    Oral
Species:     Rodent - mouse
Dose:        1100 mg/kg
Toxic effect:Details of toxic effects not reported other than lethal dose value
Referrence: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 19,20,1971

RTECS:UE4600000

PROPIONANILIDE Consensus Reports

Reported in EPA TSCA Inventory.

EPA TSCA Section 8(b) CHEMICAL INVENTORY EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JUNE 1998

PROPIONANILIDE Safety Profile

Propionanilide is moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NO_x.

Product Name

PROPIONANILIDE

Synthetic route

PROPIONANILIDE Chemical Properties

PROPIONANILIDE Toxicity Data With Reference

PROPIONANILIDE Consensus Reports

PROPIONANILIDE Safety Profile

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