Conditions | Yield |
---|---|
In dichloromethane Irradiation; | 100% |
In acetonitrile for 16h; Inert atmosphere; Reflux; | 100% |
With water for 5h; Inert atmosphere; UV-irradiation; Sealed tube; chemoselective reaction; | 95% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | 100% |
In ethyl acetate at 0 - 5℃; for 3h; Solvent; Cooling with ice; Reflux; | 89% |
In chloroform at 20℃; for 1h; Cooling with ice; | 85% |
Conditions | Yield |
---|---|
With Phenyltrichlorosilane at 100 - 180℃; for 1h; | 99% |
With phosphorus pentoxide | |
With phosphorus pentoxide at 170℃; under 100 Torr; man fraktioniert das ueberdestillierte Phenylisocyanat; |
2,3,5-triphenyl-4-thiazolone
dimethyl acetylenedicarboxylate
A
dimethyl 2,5-diphenylthiophene-3,4-dicarboxylate
B
phenyl isocyanate
Conditions | Yield |
---|---|
In xylene Heating; | A 99% B n/a |
Conditions | Yield |
---|---|
In toluene at -5 - 75℃; Solvent; | 98% |
Stage #1: phosgene; n-butyl isocyanide In chlorobenzene at 81℃; for 2.33333h; Stage #2: aniline In chlorobenzene at 81 - 88℃; for 1h; | 76% |
With 1-Chloronaphthalene at 230 - 240℃; unter Durchleiten durch ein Porzellanrohr; |
2-dimethylamino-5-(4-nitro-phenyl)-4-oxo-3-phenyl-4,5-dihydro-thiazolium betaine
dimethyl acetylenedicarboxylate
A
phenyl isocyanate
B
2-Dimethylamino-5-(4-nitro-phenyl)-thiophene-3,4-dicarboxylic acid dimethyl ester
Conditions | Yield |
---|---|
In xylene Heating; | A n/a B 98% |
2-cyano-5-(4-nitro-phenyl)-4-oxo-3-phenyl-4,5-dihydro-thiazolium betaine
dimethyl acetylenedicarboxylate
A
phenyl isocyanate
B
2-Cyano-5-(4-nitro-phenyl)-thiophene-3,4-dicarboxylic acid dimethyl ester
Conditions | Yield |
---|---|
In xylene Heating; | A n/a B 98% |
5-(4-nitro-phenyl)-4-oxo-2,3-diphenyl-4,5-dihydro-thiazolium betaine
dimethyl acetylenedicarboxylate
A
phenyl isocyanate
B
2-(4-Nitro-phenyl)-5-phenyl-thiophene-3,4-dicarboxylic acid dimethyl ester
Conditions | Yield |
---|---|
In xylene Heating; | A n/a B 97% |
Conditions | Yield |
---|---|
With air; palladium dichloride In 1,4-dioxane Heating; | 96% |
With mercury(II) oxide at 170℃; | |
Multi-step reaction with 3 steps 1: sodium hydride / 5,5-dimethyl-1,3-cyclohexadiene; mineral oil / 2 h / 20 °C / Inert atmosphere 2: chloroform / 1 h / 20 °C 3: acetonitrile / 25 °C View Scheme |
Conditions | Yield |
---|---|
In chlorobenzene at 160 - 240℃; under 11251.1 Torr; for 1h; Pressure; Solvent; Temperature; Inert atmosphere; Green chemistry; | 94.9% |
5-(4-nitro-phenyl)-4-oxo-3-phenyl-2-phenylsulfanyl-4,5-dihydro-thiazolium betaine
dimethyl acetylenedicarboxylate
A
phenyl isocyanate
B
2-(4-Nitro-phenyl)-5-phenylsulfanyl-thiophene-3,4-dicarboxylic acid dimethyl ester
Conditions | Yield |
---|---|
In xylene Heating; | A n/a B 94% |
5-benzyl-3,4-dihydro-4-oxo-1,2,3-triphenylpyrimidin-1-ium-6-olate
4-methoxyphenyl cyanate
A
phenyl isocyanate
B
5-Benzyl-6-(4-methoxy-phenoxy)-2,3-diphenyl-3H-pyrimidin-4-one
C
2,4,6-tris(4-methoxyphenoxy)-1,3,5-triazine
Conditions | Yield |
---|---|
In chlorobenzene for 29h; Heating; | A n/a B 93% C n/a |
Conditions | Yield |
---|---|
at 750℃; under 0.002 Torr; | A 93% B n/a |
Conditions | Yield |
---|---|
In chloroform at 60℃; for 18h; | 92% |
5-benzyl-3,4-dihydro-4-oxo-1,2,3-triphenylpyrimidin-1-ium-6-olate
phenyl cyanate
A
2,4,6-triphenoxy-1,3,5-triazine
B
phenyl isocyanate
C
5-Benzyl-6-phenoxy-2,3-diphenyl-3H-pyrimidin-4-one
Conditions | Yield |
---|---|
In chlorobenzene for 18h; Heating; | A n/a B n/a C 92% |
2-cyano-4-oxo-3,5-diphenyl-4,5-dihydro-thiazolium betaine
dimethyl acetylenedicarboxylate
A
phenyl isocyanate
B
2-Cyano-5-phenyl-thiophene-3,4-dicarboxylic acid dimethyl ester
Conditions | Yield |
---|---|
In xylene Heating; | A n/a B 92% |
A
phenyl isocyanate
Conditions | Yield |
---|---|
at 220℃; for 0.166667h; | A n/a B 92% |
A
phenyl isocyanate
Conditions | Yield |
---|---|
at 150℃; for 0.166667h; | A n/a B 92% |
Conditions | Yield |
---|---|
With Phenyltrichlorosilane at 85 - 184℃; for 1h; | 90.8% |
With phosphorus pentachloride at 120 - 140℃; for 3h; | 68% |
With boron trichloride; triethylamine In benzene for 0.5h; Heating; | 93 % Chromat. |
Conditions | Yield |
---|---|
With pyridine; di(rhodium)tetracarbonyl dichloride; pyridine hydrochloride In chlorobenzene at 205℃; under 50 Torr; for 1h; | 90% |
With di(rhodium)tetracarbonyl dichloride; pyridine hydrochloride In chlorobenzene at 190℃; under 38000 Torr; for 1h; | 80% |
Stage #1: nitrobenzene at 120℃; under 75007.5 Torr; for 4h; Inert atmosphere; Autoclave; Stage #2: carbon monoxide Catalytic behavior; Temperature; Reagent/catalyst; Inert atmosphere; Autoclave; | 72.2% |
C16H16N4OS2
A
phenyl isocyanate
B
3-Mercapto-1-methyl-5-phenyl-1,2,4-triazol
Conditions | Yield |
---|---|
N-benzyl-N,N,N-triethylammonium chloride In sodium hydroxide; dichloromethane for 12h; Ambient temperature; | A n/a B 89% |
bis(trimethylsilyl)benzohydroxamic acid
A
Hexamethyldisiloxane
B
phenyl isocyanate
Conditions | Yield |
---|---|
at 120℃; | A n/a B 88% |
A
phenyl isocyanate
Conditions | Yield |
---|---|
In benzene for 2h; Heating; | A n/a B 88% |
Conditions | Yield |
---|---|
at 750℃; under 0.002 Torr; Mechanism; regioselectivity, other substituted 1-phenylazetidin-2-ones, var. temp.; | A n/a B 88% |
at 750℃; under 0.002 Torr; | A n/a B 88% |
Conditions | Yield |
---|---|
In dichloromethane for 0.0833333h; Ambient temperature; | 87% |
Conditions | Yield |
---|---|
With Phenyltrichlorosilane at 55 - 197℃; for 2h; | 86% |
With Phenyltrichlorosilane at 55 - 197℃; for 2h; Product distribution; var. silanes, var. time, var. temp.; | 86% |
With Phenyltrichlorosilane at 100 - 130℃; for 2h; | 81.9% |
N-Benzoyl-N,O-bis(trimethylsilyl)hydroxylamine
A
N-phenyl-N'-benzoylurea
B
phenyl isocyanate
Conditions | Yield |
---|---|
In decalin at 160℃; for 0.0833333h; | A 5.7% B 86% |
acid sodium salt of benzohydroxamic acid
phenyl isocyanate
Conditions | Yield |
---|---|
With Phenyltrichlorosilane at 130 - 140℃; for 2h; | 86% |
With Phenyltrichlorosilane at 130 - 140℃; for 2h; | 85.8% |
A
phenyl isocyanate
Conditions | Yield |
---|---|
at 220℃; for 0.166667h; | A n/a B 85% |
Conditions | Yield |
---|---|
at 0 - 20℃; for 48.3333h; | 100% |
In diethyl ether at 20℃; for 18h; | 99.2% |
In diethyl ether at 20℃; for 0.75h; Addition; | 97% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 1h; | 100% |
In 1,4-dioxane at 0 - 20℃; | 87% |
In diethyl ether for 3h; Heating; | 84% |
Conditions | Yield |
---|---|
Stage #1: tryptamine; phenyl isocyanate In dichloromethane at 60℃; Stage #2: With isatoic anhydride-N-(CH2)3-C8F17 In dichloromethane at 60℃; for 2.5h; | 100% |
In dichloromethane at 60℃; for 5h; Inert atmosphere; Sealed reaction vessel; | 98% |
1-(2-pyridyl)piperazine
phenyl isocyanate
Conditions | Yield |
---|---|
Stage #1: 1-(2-pyridyl)piperazine; phenyl isocyanate In dichloromethane at 60℃; Stage #2: With isatoic anhydride-N-(CH2)3-C8F17 In dichloromethane at 60℃; for 2.5h; | 100% |
Conditions | Yield |
---|---|
With cerium(IV) oxide; carbon dioxide at 170℃; under 30003 Torr; for 12h; Inert atmosphere; Autoclave; | 100% |
With dibutyltin dilaurate at 50℃; for 3h; | 100% |
at 80℃; for 0.5h; Inert atmosphere; | 98% |
phenyl isocyanate
3-methyl-2-buten-1-ol
3-methylbut-2-en-1-yl phenylcarbamate
Conditions | Yield |
---|---|
In acetonitrile at 70℃; for 23h; Inert atmosphere; | 100% |
With triethylamine In dichloromethane at 20℃; Inert atmosphere; | 88% |
With triethylamine In dichloromethane at 20℃; | 88% |
(-)-menthol
phenyl isocyanate
phenylcarbamic acid (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl ester
Conditions | Yield |
---|---|
With MoCl2O2(dmf)2 In dichloromethane at 20℃; for 0.333333h; | 100% |
With MoCl2O2(dmf)2 In dichloromethane at 20℃; for 0.333333h; Reagent/catalyst; Inert atmosphere; Sealed tube; | 100% |
Conditions | Yield |
---|---|
With dmap; triethylamine In tetrahydrofuran at 20℃; for 90h; | 100% |
With MoCl2O2(dmf)2 In dichloromethane at 20℃; for 0.333333h; | 100% |
With MoCl2O2(dmf)2 In dichloromethane at 20℃; for 0.333333h; Inert atmosphere; Sealed tube; | 100% |
Conditions | Yield |
---|---|
Stage #1: phenyl isocyanate; N-butylamine In dichloromethane at 60℃; Stage #2: With isatoic anhydride-N-(CH2)3-C8F17 In dichloromethane at 60℃; for 2.5h; | 100% |
at 20℃; | 98% |
In hexane at 25℃; Cooling with ice; | 98% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | 100% |
In acetic acid for 0.0833333h; | 98% |
In hexane | 95% |
Conditions | Yield |
---|---|
In tetrahydrofuran for 0.166667h; | 100% |
With diethyl ether |
phenyl isocyanate
2-methyl-but-3-yn-2-ol
O-α,α-dimethylpropargyl N-phenylcarbamate
Conditions | Yield |
---|---|
With MoCl2O2(dmf)2 In dichloromethane at 20℃; for 0.333333h; | 100% |
With triethylamine In tetrahydrofuran at 70℃; for 12h; Inert atmosphere; | 94% |
With dmap; triethylamine In tetrahydrofuran at 20℃; for 90h; | 88% |
phenyl isocyanate
para-methylbenzylamine
N-(4-methylbenzyl)-N’-phenylurea
Conditions | Yield |
---|---|
Stage #1: phenyl isocyanate; para-methylbenzylamine In dichloromethane at 60℃; Stage #2: With isatoic anhydride-N-(CH2)3-C8F17 In dichloromethane at 60℃; for 2.5h; | 100% |
Conditions | Yield |
---|---|
chlorodi-(n-butyl)tin acetate In chloroform for 0.833333h; Product distribution; Mechanism; Ambient temperature; catalytic activity, various tin(IV) catalysts; | 100% |
chlorodi-(n-butyl)tin acetate In chloroform for 0.833333h; Ambient temperature; | 100% |
With diallyltin(IV)di(2-ethyl hexanoate) In dichloromethane for 0.0833333h; Product distribution; Heating; other alcohols and isocyanates; var. temp. and time; | 93% |
Conditions | Yield |
---|---|
at 20℃; for 2h; | 100% |
With cesium fluoride | 93.1% |
With triethylamine In acetonitrile for 24.5h; Esterification; | 89% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 70℃; under 6000480 Torr; for 20h; | 100% |
With sodium nitrite for 0.166667h; Cyclization; microwave irradiation; | 99% |
With 1,3-bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene In tetrahydrofuran at 20℃; for 1h; | 99% |
1-methyl-1-benzoylhydrazine
phenyl isocyanate
1-Benzoyl-1-methyl-4-phenylsemicarbazid
Conditions | Yield |
---|---|
In tetrahydrofuran Heating; | 100% |
In diethyl ether | |
In ethanol |
phenyl isocyanate
1-Ethynyl-1-cyclohexanol
1-ethynylcyclohexyl phenylcarbamate
Conditions | Yield |
---|---|
With dmap; triethylamine In tetrahydrofuran at 20℃; for 90h; | 100% |
In 1,2-dichloro-ethane at 20℃; for 16h; | 82% |
With 1-methyl-pyrrolidin-2-one |
phenyl isocyanate
1-Ethynylcyclohexylamine
1-(1-ethynylcyclohexyl)-3-phenylurea
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; | 100% |
In diethyl ether |
phenyl isocyanate
2,2'-iminobis[ethanol]
1,1-[Di-(2-hydroxyethyl)]-3-phenylurea
Conditions | Yield |
---|---|
In dichloromethane | 100% |
In benzene | |
In dichloromethane; toluene at 20℃; | |
In dichloromethane at 20℃; for 0.0166667h; Inert atmosphere; | 1.14 g |
(+/-)-2-methyloxetane
phenyl isocyanate
6-methyl-3-phenyl-1,3-oxazinan-2-one
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; diphenyltin diiodide at 80℃; for 3h; sealed tube; | 100% |
With tetraphenyl stibonium iodide In tetrahydrofuran at 60℃; for 23h; | 27% |
Conditions | Yield |
---|---|
With tetraphenyl stibonium iodide In dichloromethane at 40℃; | 100% |
tetraphenyl stibonium iodide In dichloromethane at 45℃; for 1h; | 100% |
tetraphenyl stibonium iodide In dichloromethane at 45℃; for 1h; Heating; | 84% |
Conditions | Yield |
---|---|
In pyridine; ethyl acetate | 100% |
Conditions | Yield |
---|---|
In dichloromethane | 100% |
1-methyl-6-methylsulfanyl-1,2,3,4-tetrahydro-pyridine
phenyl isocyanate
1-Methyl-2-methylsulfanyl-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid phenylamide
Conditions | Yield |
---|---|
In diethyl ether Ambient temperature; | 100% |
In diethyl ether for 4h; Ambient temperature; Yield given; |
Conditions | Yield |
---|---|
for 1h; | 100% |
for 1h; Heating; | 100% |
at 20℃; | 92% |
Conditions | Yield |
---|---|
100% |
Methyl 3-mercaptopropionate
phenyl isocyanate
3-(N-Phenylcarbamoylmercapto)-propionsaeuremethylester
Conditions | Yield |
---|---|
With N-benzyl-trimethylammonium hydroxide In diethyl ether at 40℃; for 0.5h; | 100% |
1-benzoyl-2-methylhydrazine
phenyl isocyanate
1-Benzoyl-2-methyl-4-phenylsemicarbazid
Conditions | Yield |
---|---|
In tetrahydrofuran Heating; | 100% |
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