Conditions | Yield |
---|---|
With ammonium hydroxide In tetrahydrofuran at 0 - 20℃; for 2.16667h; | 99.1% |
With ammonium hydroxide In tetrahydrofuran at 0 - 20℃; for 2.16667h; | 99.1% |
With ammonium hydroxide In tetrahydrofuran at 0 - 20℃; for 2.16667h; | 99.1% |
2-chlorobenzenesulfonamide
Conditions | Yield |
---|---|
With oxygen; copper(II) oxide In dimethyl sulfoxide at 100℃; for 8h; | 89% |
Conditions | Yield |
---|---|
With N-chloro-succinimide; silver hexafluoroantimonate; trifluorormethanesulfonic acid; nickel diacetate In 1,2-dichloro-ethane at 80℃; for 12h; regioselective reaction; | 71% |
Conditions | Yield |
---|---|
With sodium metabisulfite; sodium azide; tetrabutylammomium bromide; triphenylphosphine In water; acetonitrile at 80℃; for 12h; Inert atmosphere; | 62% |
With sodium metabisulfite; sodium azide; tetrabutylammomium bromide; triphenylphosphine In water; acetonitrile at 80℃; for 12h; Inert atmosphere; Schlenk technique; | 62% |
2-chlorophenylsulfonyl isocyanate
2-chlorobenzenesulfonamide
Conditions | Yield |
---|---|
With Methamphetamin In dichloromethane for 0.5h; Yield given; |
Conditions | Yield |
---|---|
Sandmeyer reaction; | |
Multi-step reaction with 2 steps 1: 1) NaNO2, 20percent H2SO4 2) CuCl2*2H2O, SO2 / 1) H2O, 15 - 20 deg C, 15 min 2) AcOH, HCl, benzene, 30 - 40 deg C 2: 86.5 percent / 25percent NH2OH*H2O / 1) View Scheme |
1-(2-chlorophenylsulfonyl)-3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)urea
2-chlorobenzenesulfonamide
Conditions | Yield |
---|---|
With hydrogenchloride In methanol at 50℃; for 4h; Hydrolysis; |
Conditions | Yield |
---|---|
With phosphoric acid In various solvent(s) at 25℃; pH=2.80; Kinetics; Activation energy; Further Variations:; pH-values; Solvents; Temperatures; Reagents; Hydrolysis; |
2-chlorobenzenesulfonamide
Conditions | Yield |
---|---|
With ammonia; water |
(CH3)3SnC6H4-o-Cl
2-chlorobenzenesulfonamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: CH2Cl2 / 15 h / 20 °C 2: ice / CH2Cl2 / 0.5 h View Scheme |
2-chlorobenzenesulfonamide
ammonium hydroxide
2-chlorophenylsulfonyl chloride
2-chlorobenzenesulfonamide
Conditions | Yield |
---|---|
In dichloromethane | 3.0 g (66%) |
2-chlorobenzenesulfonamide
dimethyl N-cyanodithioiminocarbonate
methyl N'-cyano-N-[(2-chlorophenyl)sulfonyl]imidothiocarbamate
Conditions | Yield |
---|---|
Stage #1: 2-chlorobenzenesulfonamide; dimethyl N-cyanodithioiminocarbonate With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h; Stage #2: With hydrogenchloride In N,N-dimethyl-formamide at 20℃; for 8h; | 99% |
Conditions | Yield |
---|---|
With nitromethane; copper dichloride for 2h; Milling; Green chemistry; | 99% |
2-chlorobenzenesulfonamide
2,5-dimethoxyphenyl vinyl ketone
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 20℃; Michael-Michael-Aldol cascade reaction; diastereoselective reaction; | 96% |
Conditions | Yield |
---|---|
With Bromodiphenylmethane In neat (no solvent) at 130℃; for 24h; Sealed tube; Green chemistry; | 96% |
Conditions | Yield |
---|---|
With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; potassium tert-butylate In tetrahydrofuran at 25℃; for 1h; Inert atmosphere; | 96% |
2-chlorobenzenesulfonamide
3,5-dimethyl-N-propyl-1H-pyrazole-1-carboxamide
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; tris(acetonitrile)pentamethylcyclopentadienylrhodium(III) hexafluoroantimonate; silver(I) acetate In 1,2-dichloro-ethane at 30℃; for 12h; Inert atmosphere; Schlenk technique; | 96% |
2-Bromo-1-phenylethanol
2-chlorobenzenesulfonamide
2-((2-chlorophenyl)sulfonyl)-1-phenylethan-1-one
Conditions | Yield |
---|---|
With cerium(III) chloride; [bis(acetoxy)iodo]benzene; 1-(1-ferroceneamidoethyl)-3-isopropylimidazole; copper(II) bis(trifluoromethanesulfonate); 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 60℃; for 6h; | 95.2% |
Conditions | Yield |
---|---|
With nitromethane; copper dichloride for 2h; Milling; Green chemistry; | 94% |
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 18h; | 93% |
2-chlorobenzenesulfonamide
4-[5-(cyclopentyloxycarbonyl)amino-1-methylindazol-3-ylmethyl]-3-methoxybenzoic acid
{3-[4-(2-Chloro-benzenesulfonylaminocarbonyl)-2-methoxy-benzyl]-1-methyl-1H-indazol-5-yl}-carbamic acid cyclopentyl ester
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 18h; | 92% |
Conditions | Yield |
---|---|
With Ru/Fe3O4; potassium carbonate at 150℃; for 12h; Inert atmosphere; | 92% |
With [(η5-C5Me5)Ir(6,6'-dihydroxy-2,2'-bipyridine)(H2O)]OTf2; caesium carbonate In water at 120℃; for 15h; Inert atmosphere; Schlenk technique; | 89% |
With [(η5-C5Me5)Ir(6,6'-dihydroxy-2,2'-bipyridine)(H2O)]OTf2; caesium carbonate In water at 120℃; for 15h; Schlenk technique; | 89% |
1,1-Diphenylmethanol
2-chlorobenzenesulfonamide
1-Bromo-2-phenylacetylene
Conditions | Yield |
---|---|
With ruthenium trichloride; 2-(N,N-dimethylamino)ethanol; copper(I) triflate; bis-[(trifluoroacetoxy)iodo]benzene In N,N-dimethyl-formamide at 80℃; for 7h; Temperature; Concentration; Reagent/catalyst; Solvent; | 90.1% |
With 2-(N,N-dimethylamino)ethanol; copper(I) triflate; bis-[(trifluoroacetoxy)iodo]benzene In N,N-dimethyl-formamide at 80℃; for 7h; | 74.6% |
2-chlorobenzenesulfonamide
N-{3-[4-(2-Chloro-benzenesulfonylaminocarbonyl)-2-methoxy-benzyl]-1-methyl-1H-indazol-5-yl}-2-cyclohexyl-acetamide
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 18h; | 90% |
phosgene
2-chlorobenzenesulfonamide
n-butyl isocyanide
2-chlorophenylsulfonyl isocyanate
Conditions | Yield |
---|---|
With triethylamine In 5,5-dimethyl-1,3-cyclohexadiene | 90% |
Conditions | Yield |
---|---|
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver(I) acetate; silver(I) triflimide In dichloromethane at 60℃; for 24h; | 89% |
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver(I) acetate; silver(I) triflimide In dichloromethane at 60℃; for 24h; Schlenk technique; Inert atmosphere; | 82% |
2-chlorobenzenesulfonamide
4-[5-(N'-cyclopentylureido)-1-methylindol-3-ylmethyl]-3-methoxybenzoic acid
2-Chloro-N-{4-[5-(3-cyclopentyl-ureido)-1-methyl-1H-indol-3-ylmethyl]-3-methoxy-benzoyl}-benzenesulfonamide
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 18h; | 88% |
Conditions | Yield |
---|---|
In dichloromethane | 88% |
methanol
2-chlorobenzenesulfonamide
2-chloro-N-methylbenzenesulfonamide
Conditions | Yield |
---|---|
With [(Cp*IrCl)2(4,4′,6,6′-tetrahydroxy-2,2′-bipyrimidine)][Cl]2; potassium hydroxide In water at 130℃; for 12h; | 88% |
With [(Cp*IrCl)2(4,4′,6,6′-tetrahydroxy-2,2′-bipyrimidine)][Cl]2; potassium hydroxide In water at 130℃; for 12h; Schlenk technique; | 88% |
With caesium carbonate at 125℃; for 12h; Schlenk technique; | 88% |
2-chlorobenzenesulfonamide
benzoic acid
N-benzoyl-2-chlorobenzenesulfonamide
Conditions | Yield |
---|---|
With dmap; 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane at 20℃; for 1h; | 87% |
With dmap; amberlyst-15; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide on Merrifield's resin 1.) ClCH2CH2Cl, t-BuOH, rt., 24 h; 2.) EtOAc, 2 h; Yield given. Multistep reaction; |
2-chlorobenzenesulfonamide
chloroacetyl chloride
2-chloro-N-(chloroacetyl)benzenesulfonamide
Conditions | Yield |
---|---|
for 16h; Reflux; regioselective reaction; | 85% |
Conditions | Yield |
---|---|
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In 1,4-dioxane at 90℃; for 72h; | 83% |
2-chlorobenzenesulfonamide
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; potassium carbonate; copper(l) chloride In acetonitrile at 80℃; for 11h; Schlenk technique; Inert atmosphere; Sealed tube; | 83% |
3,N-diethyl-4,5-dihydro-pyrazole-1-carboximidothioic acid methyl ester
2-chlorobenzenesulfonamide
2-chloro-N-[ethylamino-(3-ethyl-4,5-dihydro-pyrazol-1-yl)-methylene]-benzenesulfonamide
Conditions | Yield |
---|---|
In acetonitrile Reflux; | 81% |
carbon disulfide
4'-aminobenzo-15-crown-5-ether
2-chlorobenzenesulfonamide
Conditions | Yield |
---|---|
Stage #1: carbon disulfide; 4'-aminobenzo-15-crown-5-ether With potassium hydroxide In water at 35℃; for 0.5h; Green chemistry; Stage #2: 2-chlorobenzenesulfonamide With sodium hydroxide In water at 50℃; Green chemistry; | 81% |
2-chlorobenzenesulfonamide
2-Chloro-N-{4-[5-(3-cyclobutyl-ureido)-1-methyl-1H-indazol-3-ylmethyl]-3-methoxy-benzoyl}-benzenesulfonamide
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 18h; | 79% |
2-chlorobenzenesulfonamide
methyl 2-[[[2-butyl-1-[4-(carboxyphenyl)methyl]-1H-imidazol-5-yl]methyl]amino]benzoate
methyl 2-[[[2-butyl-1-[(4-((((2-chlorophenyl)sulfonyl)amino)carbonyl)phenyl)methyl]-1H-imidazol-5-yl]methyl]amino]benzoate
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 72h; Condensation; | 78% |
Conditions | Yield |
---|---|
With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; [bis(acetoxy)iodo]benzene In dichloromethane at 60℃; for 24h; Schlenk technique; Inert atmosphere; | 78% |
Conditions | Yield |
---|---|
With copper(l) iodide; potassium carbonate; N,N-dimethylethylenediamine In acetonitrile at 90℃; for 18h; Reagent/catalyst; Schlenk technique; Inert atmosphere; | 78% |
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