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2,3-dichlorobenzeneboronic acid
1,2-Dichloro-3-nitrobenzene
Conditions | Yield |
---|---|
With 1,1,1,3',3',3'-hexafluoro-propanol; 2-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide at 60℃; for 19h; Inert atmosphere; Schlenk technique; | 96% |
1,2-dichloro-benzene
A
3,4-dichloronitrobenzene
B
1,2-Dichloro-3-nitrobenzene
Conditions | Yield |
---|---|
With nitric acid at 50℃; for 3h; | A 90.2% B 9.8% |
With Iron(III) nitrate nonahydrate; phosphorus pentoxide In neat (no solvent) at 20℃; for 6h; Milling; Green chemistry; | A 87% B 13% |
With Nitrogen dioxide; ozone In dichloromethane at 0 - 5℃; for 2h; Product distribution; reactions of polyhalogenobenzenes under var. conditions; |
Conditions | Yield |
---|---|
With hydrogenchloride; copper(l) chloride Diazotization; | |
Diazotization.Behandeln mit Kupfer(I)-chlorid; | |
(i) NaNO2, aq. HCl, (ii) CuCl, Cu, aq. HCl; Multistep reaction; |
2-Chloronitrobenzene
A
2,4-dichloronitrobenzene
B
1,2-Dichloro-3-nitrobenzene
Conditions | Yield |
---|---|
With antimonypentachloride beim Chlorieren; |
Conditions | Yield |
---|---|
(i) NaNO2, aq. HCl, (ii) CuCl, aq. HCl; Multistep reaction; |
3-Chloronitrobenzene
A
3,4-dichloronitrobenzene
B
1,2-Dichloro-3-nitrobenzene
C
2,5-dichloronitrobenzene
Conditions | Yield |
---|---|
With chlorine; iron(III) chloride at 90℃; Product distribution; relative rates; |
nitrobenzene
A
3,4-dichloronitrobenzene
B
3-Chloronitrobenzene
C
1,2-Dichloro-3-nitrobenzene
D
4-chlorobenzonitrile
E
2-Chloronitrobenzene
F
2,5-dichloronitrobenzene
Conditions | Yield |
---|---|
With chlorine; iron(III) chloride at 60 - 120℃; Product distribution; Kinetics; relative rates of each steps; |
2-Chloronitrobenzene
A
1,2-Dichloro-3-nitrobenzene
B
1-chloro-2,6-dinitrobenzene
C
1-chloro-2,4-dinitro-benzene
D
2,5-dichloronitrobenzene
Conditions | Yield |
---|---|
With hydrogenchloride; sulfuric acid; nitric acid at 25℃; Product distribution; | A 0.2 % Chromat. B 6.7 % Chromat. C 94.8 % Chromat. D 0.3 % Chromat. |
2-Chloronitrobenzene
A
1,2-Dichloro-3-nitrobenzene
B
2,5-dichloronitrobenzene
Conditions | Yield |
---|---|
With chlorine; iron(III) chloride at 90℃; Product distribution; relative rates; |
nitric acid
1,2-dichloro-benzene
A
3,4-dichloronitrobenzene
B
1,2-Dichloro-3-nitrobenzene
Conditions | Yield |
---|---|
at 0℃; |
sulfuric acid
nitric acid
1,2-dichloro-benzene
A
3,4-dichloronitrobenzene
B
1,2-Dichloro-3-nitrobenzene
Conditions | Yield |
---|---|
at 60℃; |
antimony(III) chloride
chlorine
nitrobenzene
A
1,2-Dichloro-3-nitrobenzene
B
2-Chloronitrobenzene
C
2,5-dichloronitrobenzene
Conditions | Yield |
---|---|
With antimonypentachloride beim Chlorieren; |
3-Chloronitrobenzene
A
1,2-Dichloro-3-nitrobenzene
B
2,5-dichloronitrobenzene
Conditions | Yield |
---|---|
bei der Chlorierung; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: HNO3, H2SO4 2: H2SO4 / 110 °C 3: (i) NaNO2, aq. HCl, (ii) CuCl, Cu, aq. HCl View Scheme |
N-(2,3-dinitrophenyl)acetamide
1,2-Dichloro-3-nitrobenzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: H2SO4 / 110 °C 2: (i) NaNO2, aq. HCl, (ii) CuCl, Cu, aq. HCl View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: (i) Ac2O, (ii) HNO3, (iii) aq. H2SO4 2: (i) NaNO2, aq. HCl, (ii) CuCl, aq. HCl View Scheme |
pyrrolidine
1,2-Dichloro-3-nitrobenzene
1-(2-chloro-6-nitrophenyl)pyrrolidine
Conditions | Yield |
---|---|
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h; | 100% |
morpholine
1,2-Dichloro-3-nitrobenzene
4-(2-chloro-6-nitro-phenyl)-morpholine
Conditions | Yield |
---|---|
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h; | 100% |
Conditions | Yield |
---|---|
With hydrogen In ethanol; water at 25℃; under 760.051 Torr; for 3h; Autoclave; | 99.9% |
With BiFeO3; isopropyl alcohol; potassium hydroxide for 2.66667h; Heating; | 97% |
With nickel(II) oxide; ethanol; potassium hydroxide for 1.33333h; Reflux; | 96% |
1,2-Dichloro-3-nitrobenzene
ethanolamine
2-(2-chloro-6-nitro-anilino)-ethanol
Conditions | Yield |
---|---|
In ethanol for 20h; Heating / reflux; | 99% |
With butan-1-ol |
1,2-Dichloro-3-nitrobenzene
2-methyl 6-mercapto aniline
2-(2-chloro-6-nitro-phenylsulfanyl)-6-methyl-phenylamine
Conditions | Yield |
---|---|
With sodium acetate In ethanol for 3h; Heating; | 99% |
1,2-Dichloro-3-nitrobenzene
diethylamine
N,N-diethyl-2-chloro-6-nitro-aniline
Conditions | Yield |
---|---|
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h; | 98% |
With methanol at 150℃; Kinetik der Reaktion bei 85grad und 110grad; |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide | 98% |
In N,N-dimethyl-formamide | 97% |
1,2-Dichloro-3-nitrobenzene
tert-butylamine
N-tert-butyl-6-chloro-2-nitroaniline
Conditions | Yield |
---|---|
In ethanol at 150℃; for 72h; | 97% |
In ethanol at 150℃; for 72h; | 90% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 16h; Inert atmosphere; Reflux; | 96% |
With potassium carbonate In acetonitrile for 16h; Reflux; Inert atmosphere; | 96% |
In toluene |
propylamine
1,2-Dichloro-3-nitrobenzene
(2-chloro-6-nitro-phenyl)-propyl-amine
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 100℃; for 1.5h; Product distribution / selectivity; | 96% |
In dimethyl sulfoxide at 100℃; for 1.5h; Product distribution / selectivity; | 96% |
In N,N-dimethyl acetamide at 0 - 100℃; for 3h; Product distribution / selectivity; | 93% |
In N,N-dimethyl acetamide at 0 - 100℃; for 3h; Product distribution / selectivity; | 93% |
1,2-Dichloro-3-nitrobenzene
6-chloro-2-nitrothiophenol
Conditions | Yield |
---|---|
Stage #1: 1,2-Dichloro-3-nitrobenzene With sodium sulfide In dimethyl sulfoxide at 20℃; for 18h; Stage #2: With hydrogenchloride In water; dimethyl sulfoxide pH=4; | 95% |
With sodium sulfide In carbon disulfide; butanone for 12h; Ambient temperature; | 80% |
With sodium sulfide; ethanol; sulfur |
1,2-Dichloro-3-nitrobenzene
toluene-4-sulfonamide
N-(2-chloro-6-nitrophenyl)-4-methylbenzenesulfonamide
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 140℃; for 0.2h; Microwave irradiation; | 95% |
1,2-Dichloro-3-nitrobenzene
1,3-dihydro-imidazole-2-thione
2-(2-chloro-6-nitrophenylthio)imidazole
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 6.5h; Heating / reflux; | 94% |
1,2-Dichloro-3-nitrobenzene
N-(2,3-dichlorophenyl)hydroxylamine
Conditions | Yield |
---|---|
With hydrogen; platinum In 4-methyl-morpholine; cyclohexane | 93.3% |
With hydrazine; palladium on activated charcoal In tetrahydrofuran; ethanol | |
With water; ammonium chloride; zinc In ethanol at 70℃; |
Conditions | Yield |
---|---|
With Dichlorophenylphosphine In various solvent(s) at 170℃; for 5h; | 93% |
Conditions | Yield |
---|---|
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water for 10h; Inert atmosphere; Reflux; | 93% |
1,2-Dichloro-3-nitrobenzene
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; caesium carbonate at 50℃; for 16h; Inert atmosphere; | 92.8% |
1,2-Dichloro-3-nitrobenzene
phenylmethanethiol
2-(benzylsulfanyl)-1-chloro-3-nitrobenzene
Conditions | Yield |
---|---|
With sodium In ethanol for 1.08333h; Reflux; | 91% |
Conditions | Yield |
---|---|
With potassium fluoride at 140 - 150℃; for 3h; Reagent/catalyst; | 87.6% |
With calcium fluoride; potassium fluoride In sulfolane at 150℃; for 96h; | 48.5% |
With potassium fluoride; N,N-dimethyl-formamide at 150℃; | |
With potassium fluoride In 5,5-dimethyl-1,3-cyclohexadiene | |
With potassium fluoride; tetramethlyammonium chloride |
Conditions | Yield |
---|---|
With ammonium hydroxide In ethanol at 100℃; for 24h; Autoclave; | 87% |
With ammonia In ethanol at 140℃; for 30h; | 86% |
With ethanol; ammonia at 180℃; |
dibromodifluoromethane
1,2-Dichloro-3-nitrobenzene
A
1,2-Bis(trifluoromethyl)-3-nitrobenzene
B
1-chloro-3-nitro-2-(trifluoromethyl)nicotinate
Conditions | Yield |
---|---|
With ISOPROPYLAMIDE; copper at 100℃; for 5h; | A 5% B 86% |
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water for 43h; Heating; | 86% |
1,2-Dichloro-3-nitrobenzene
ethyl 2-cyanoacetate
ethyl 2-(2-chloro-6-nitrophenyl)-2-cyanoacetate
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran for 48h; Reflux; | 86% |
Stage #1: ethyl 2-cyanoacetate With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.25h; Stage #2: 1,2-Dichloro-3-nitrobenzene In tetrahydrofuran for 48h; Heating / reflux; | |
With potassium tert-butylate In tetrahydrofuran for 48h; Inert atmosphere; Reflux; |
1,2-Dichloro-3-nitrobenzene
3-bromo-5-chlorophenol
2-(3-bromo-5-chlorophenoxy)-1-chloro-3-nitrobenzene
Conditions | Yield |
---|---|
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 2h; Inert atmosphere; | 85.4% |
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 2h; |
1,2-Dichloro-3-nitrobenzene
sodium methylate
1-chloro-2-methoxy-3-nitro-benzene
Conditions | Yield |
---|---|
With diisopropylamine In methanol at 60℃; for 5h; Temperature; Solvent; | 85% |
With methanol Kinetik dieser Reaktion bei 85grad und 110grad; |
1,2-Dichloro-3-nitrobenzene
phenylboronic acid
2-chloro-6-nitro-1,1'-biphenyl
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 20 - 90℃; for 15h; Inert atmosphere; | 84% |
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 80℃; for 15h; Inert atmosphere; | 80% |
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water for 8h; Inert atmosphere; Reflux; | 68% |
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water for 8h; Inert atmosphere; Reflux; | 68% |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 95℃; for 15h; Suzuki-Miyaura Coupling; |
1,2-Dichloro-3-nitrobenzene
Benzimidazol-2-thiol
4-chlorobenzo[d]benzo[4,5]imidazo[2,1-b]thiazole
Conditions | Yield |
---|---|
With caesium carbonate In dimethyl sulfoxide at 130℃; Inert atmosphere; | 83% |
With caesium carbonate In dimethyl sulfoxide at 130℃; for 2h; | 58% |
1,2-Dichloro-3-nitrobenzene
2-Methoxyphenylboronic acid
C13H10ClNO3
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In ethanol; water; toluene for 12h; Inert atmosphere; Reflux; | 83% |
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In ethanol; water; toluene for 12h; Inert atmosphere; Reflux; | 83% |
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