Conditions | Yield |
---|---|
With sodium carbonate; sodium iodide In hexane at 50℃; for 16h; pH=7; | 97% |
With pyridine; dmap In dichloromethane at 20℃; Sealed tube; | 89% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 2h; | 89% |
Conditions | Yield |
---|---|
In water; toluene at 75℃; for 4h; | 95% |
In water; toluene for 4h; Heating; | 95% |
In toluene at 80℃; for 1h; | 95% |
Conditions | Yield |
---|---|
With sodium carbonate In hexane at 50℃; for 6h; pH=5 - 6; | 95% |
Conditions | Yield |
---|---|
Stage #1: [{Ph2P(Se)NCH2CH2NPPh2(Se)}Ti(NMe2)2]; phenyl isocyanate In toluene at 25℃; for 0.166667h; Schlenk technique; Inert atmosphere; Stage #2: With 2,6-diisopropylbenzenamine In toluene at 25℃; for 1h; Schlenk technique; Inert atmosphere; | 95% |
1-(phenylaminocarbonyl)aziridine
dimethyl amine
A
ethyleneimine
B
fenuron
Conditions | Yield |
---|---|
In ethanol at 18 - 25℃; for 168h; | A n/a B 94% |
5-<(Dimethylamino)methylenamino>-5-(N',N'-dimethyl-N-phenylureido)-1,3-diphenyl-2,4-imidazolidindion
A
fenuron
B
diphenylparabanic acid
C
N',N'-dimethyl-formamidin-hydrochlorid
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 0.166667h; Heating; | A 81% B 90% C 74% |
N'-(2-Bromophenyl)-N,N-dimethylurea
fenuron
Conditions | Yield |
---|---|
Stage #1: N'-(2-Bromophenyl)-N,N-dimethylurea With methyllithium at 0℃; Stage #2: With tert.-butyl lithium at 0℃; Stage #3: With ammonium chloride | 90% |
With water; methyllithium; tert.-butyl lithium 1.) THF, 0 deg C, 2.) THF, 0 deg C; Yield given; Multistep reaction; |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; | 89% |
Stage #1: N,N-dimethylammonium chloride; phenyl isocyanate In dichloromethane for 0.333333h; Inert atmosphere; Stage #2: With triethylamine In dichloromethane at 20℃; for 16h; | 89% |
Stage #1: N,N-dimethylammonium chloride With triethylamine In dichloromethane at 0℃; for 0.166667h; Stage #2: phenyl isocyanate In dichloromethane at 20℃; for 16h; |
Conditions | Yield |
---|---|
With sulfuric acid In xylene for 3h; Heating; | 87.8% |
Conditions | Yield |
---|---|
In benzine for 3.5h; Reflux; | 87% |
ethanol
5-<(Dimethylamino)methylenamino>-5-(N',N'-dimethyl-N-phenylureido)-1,3-diphenyl-2,4-imidazolidindion
A
fenuron
B
5-<(Dimethylamino)methylenamino>-5-ethoxy-1,3-diphenyl-2,4-imidazolidindion
Conditions | Yield |
---|---|
for 0.25h; Heating; | A 85% B 73% |
5-<(Dimethylamino)methylenamino>-5-(N',N'-dimethyl-N-phenylureido)-1,3-diphenyl-2,4-imidazolidindion
A
fenuron
B
5-<(Dimethylamino)methylenamino>-5-ethoxy-1,3-diphenyl-2,4-imidazolidindion
Conditions | Yield |
---|---|
With ethanol for 0.25h; Heating; 1) EtOH/conc. HCl, 2) H2O; | A 85% B 73% |
Conditions | Yield |
---|---|
In 1,2-dichloro-benzene at 182℃; for 4h; | 85% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; | 85% |
Conditions | Yield |
---|---|
In 1,2-dichloro-benzene at 150℃; for 1h; | 82% |
Conditions | Yield |
---|---|
In ethanol for 4h; Ambient temperature; | 81% |
N1-(2-aminophenyl)-N2-phenylurea
Hexamethylphosphorous triamide
fenuron
Conditions | Yield |
---|---|
at 90℃; under 45 Torr; for 1h; | 77% |
Conditions | Yield |
---|---|
With sodium azide In 1,4-dioxane at 60℃; under 760.051 Torr; for 12h; | 77% |
carbon monoxide
lithium anilide
dimethyl amine
fenuron
Conditions | Yield |
---|---|
Stage #1: carbon monoxide; dimethyl amine With selenium; sulfur In tetrahydrofuran at 20℃; under 760 Torr; for 6h; Carbonylation; substitution; Stage #2: With methyl iodide In tetrahydrofuran at 20℃; Esterification; Stage #3: lithium anilide In tetrahydrofuran Substitution; Heating; | 76% |
1-(6-Methyl-2-benzothiazolyl)-4-phenylsemicarbazide
Hexamethylphosphorous triamide
A
fenuron
B
C14H24N6P2S
C
dimethyl amine
Conditions | Yield |
---|---|
at 125℃; under 130 Torr; for 1.5h; | A 75% B 10.5% C n/a |
Conditions | Yield |
---|---|
In toluene at 150 - 160℃; for 2h; Substitution; | 75% |
Conditions | Yield |
---|---|
With sodium azide In 1,4-dioxane at 60℃; under 760.051 Torr; for 12h; | 75% |
Conditions | Yield |
---|---|
With sodium periodate for 0.833333h; Ambient temperature; further reagents; | 72% |
Conditions | Yield |
---|---|
With selenium; triethylamine In toluene at 150 - 160℃; for 1.5h; | 50% |
Conditions | Yield |
---|---|
In ethanol for 48h; | 46% |
phenyl isocyanate
N,N-dimethylbenzamide
A
N-phenylphthalimide
B
fenuron
Conditions | Yield |
---|---|
With decacarbonyldirhenium(0) In toluene at 180℃; for 24h; | A 34% B 27% |
N,N'-dimethylbenzylamine
triethyl borane
phenyl isocyanate
B
N-carboethoxyaniline
C
fenuron
D
(1RS,2SR)-N1,N1,N2,N2-tetramethyl-1,2-diphenylethane-1,2-diamine
Conditions | Yield |
---|---|
With oxygen at 20℃; for 24h; Further byproducts.; | A 22% B 26% C 2% D 17% |
phosphorous acid tetramethyldiamide methylester
C14H11ClN4OS
A
fenuron
B
C11H15ClN4O2P2S
C
dimethyl amine
Conditions | Yield |
---|---|
at 130 - 135℃; under 60 - 65 Torr; | A n/a B 24% C n/a |
phosphorous acid tetramethyldiamide methylester
1-(6-Methyl-2-benzothiazolyl)-4-phenylsemicarbazide
A
fenuron
B
C12H18N4O2P2S
C
dimethyl amine
Conditions | Yield |
---|---|
at 130 - 135℃; under 60 - 65 Torr; | A n/a B 23% C n/a |
methanol
carbon monoxide
fenuron
methyl 2-(N,N-dimethylureido)-benzoate
Conditions | Yield |
---|---|
With [Pd(OTs)2(MeCN)2]; toluene-4-sulfonic acid; p-benzoquinone In tetrahydrofuran at 18℃; under 760.051 Torr; regioselective reaction; | 97% |
Conditions | Yield |
---|---|
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; acetic acid; silver(I) triflimide In 1,2-dichloro-ethane at 60℃; for 10h; | 97% |
With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate In 1,2-dichloro-ethane at 50℃; for 18h; Sealed tube; regioselective reaction; | 88% |
Conditions | Yield |
---|---|
With tetrafluoroboric acid; palladium diacetate; p-benzoquinone In ethyl acetate at 20℃; for 24h; Sealed tube; | 95% |
Conditions | Yield |
---|---|
With [(1,5-cyclooctadiene)(OH)iridium(I)]2; 1,1'-(1,2-phenylene)bis[1,1-bis(1-methylethyl)phosphine] In 1,4-dioxane at 70℃; for 20h; Inert atmosphere; Schlenk technique; | 95% |
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; toluene-4-sulfonic acid at 85℃; Catalytic behavior; Reagent/catalyst; Temperature; regioselective reaction; | 95% |
fenuron
Conditions | Yield |
---|---|
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; zinc diacetate In 2,2,2-trifluoroethanol at 60℃; for 24h; chemoselective reaction; | 95% |
Conditions | Yield |
---|---|
With sodium dihydrogenphosphate; silver hexafluoroantimonate; carbonyl(pentamethylcyclopentadienyl)cobalt diiodide; oxygen; silver carbonate In 1,2-dichloro-ethane at 130℃; for 24h; Catalytic behavior; Reagent/catalyst; Temperature; Sealed tube; | 94% |
With silver hexafluoroantimonate; [CoCp*(CO)I2]; iron(II) acetate; silver(l) oxide In 1,2-dichloro-ethane at 120℃; for 12h; Inert atmosphere; | 85% |
Stage #1: fenuron; diphenyl acetylene With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate In 1,2-dichloro-ethane at 20℃; for 0.166667h; Schlenk technique; Stage #2: In 1,2-dichloro-ethane at 100℃; for 12.1667h; Schlenk technique; Sealed tube; | 80 mg |
Conditions | Yield |
---|---|
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; zinc diacetate In 2,2,2-trifluoroethanol at 60℃; for 24h; chemoselective reaction; | 94% |
fenuron
Conditions | Yield |
---|---|
Stage #1: fenuron With tert.-butyl lithium In tetrahydrofuran; pentane at -20℃; for 1h; Metallation; Stage #2: With water-d2 In tetrahydrofuran; pentane at -20℃; for 2h; Deuterolysis; | 92% |
Conditions | Yield |
---|---|
With sodium persulfate; trifluorormethanesulfonic acid; palladium diacetate; N,N-dimethyl-formamide In neat (no solvent) for 1h; Milling; regioselective reaction; | 92% |
fenuron
4-Chlorophenylboronic acid
N,N-dimethyl-N'-(2-(4-chlorophenyl)phenyl)urea
Conditions | Yield |
---|---|
With tetrakis(acetonitrile)palladium(II) bis(tetrafluoroborate); p-benzoquinone In ethyl acetate at 20℃; for 20h; Suzuki-Miyaura Coupling; Sealed tube; | 91% |
Conditions | Yield |
---|---|
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; toluene-4-sulfonic acid at 85℃; regioselective reaction; | 91% |
acrylic acid n-butyl ester
fenuron
butyl (E)-3-(2-(3,3-dimethylureido)phenyl)acrylate
Conditions | Yield |
---|---|
With palladium diacetate; toluene-4-sulfonic acid; p-benzoquinone In acetone at 20℃; for 24h; oxidative Heck (Fujiwari-Moritani) reaction; Inert atmosphere; regioselective reaction; | 90% |
2-Diazo-3-oxo-butyric acid methyl ester
fenuron
Conditions | Yield |
---|---|
With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate In 1,2-dichloro-ethane at 50℃; for 18h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Time; Sealed tube; regioselective reaction; | 89% |
fenuron
methyl 2-diazo-4-methoxy-3-oxobutanoate
Conditions | Yield |
---|---|
With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate In 1,2-dichloro-ethane at 50℃; for 18h; Sealed tube; regioselective reaction; | 89% |
fenuron
4-(1-methylethyl)-3-methylene-1-oxetane-2-one
Conditions | Yield |
---|---|
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; zinc diacetate In 2,2,2-trifluoroethanol at 60℃; for 24h; chemoselective reaction; | 88% |
Conditions | Yield |
---|---|
In 1,4-dioxane at 20℃; for 10h; | 87% |
fenuron
dimethyl 1-(1-diazo-2-oxopropyl)phosphonate
Conditions | Yield |
---|---|
With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate In 1,2-dichloro-ethane at 50℃; for 18h; Sealed tube; regioselective reaction; | 87% |
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; acetic acid; silver(I) triflimide In 1,2-dichloro-ethane at 60℃; for 10h; | 59% |
fenuron
methyl 2-diazo-3-oxo-pentanoate
Conditions | Yield |
---|---|
With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate In 1,2-dichloro-ethane at 50℃; for 18h; Sealed tube; regioselective reaction; | 87% |
fenuron
N'',N'''-Diphenyl-N,N,N',N'-tetramethylformamimidic acid anhydride
Conditions | Yield |
---|---|
With trichlorophosphate for 24h; Heating; | 86% |
Chemical Name: Fenuron
IUPAC NAME: Fenuron
CAS No.: 101-42-8
EINECS: 202-941-4
RTECS: YT1450000
Molecular Formula: C9H12N2O
Molecular Weight: 164.2 g/mol
Density: 1.122 g/cm3
Flash Point: 153.3 °C
Boiling Point: 329.8 °C at 760 mmHg
Storage temp.: APPROX 4°C
Following is the structure of Fenuron (CAS No.101-42-8):
The chemical synonymous of Fenuron (CAS No.101-42-8) are PDU ; PDU(R) ; Fenuron ; Kayron ; Fenidin ; Fenuron ; Dybar(R) ; Dyhard(R) Ur 300
1. | dni-mus-orl 500 mg/kg | MUREAV Mutation Research. 58 (1978),353. | ||
2. | orl-rat LD50:6400 mg/kg | FMCHA2 Farm Chemicals Handbook .(Meister Publishing,Willoughy, OH.: )1980,D137. | ||
3. | orl-mus LD50:4700 mg/kg | GISAAA Gigiena i Sanitariya. 47 (3)(1982),82. | ||
4. | orl-rbt LD50:4700 mg/kg | GISAAA Gigiena i Sanitariya. 47 (3)(1982),82. | ||
5. | orl-gpg LD50:3200 mg/kg | GISAAA Gigiena i Sanitariya. 40 (10)(1975),22. |
Reported in EPA TSCA Inventory.
Moderately toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: Xn F Xi
sk Statements about Fenuron (CAS No.101-42-8):
R11:Highly flammable.
R36:Irritating to eyes.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37:Irritating to eyes and respiratory system.
Safety Statements about Fenuron (CAS No.101-42-8):
S16:Keep away from sources of ignition.
S24:Avoid contact with skin.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View