Conditions | Yield |
---|---|
With hydrazine hydro-chloride In ethylene glycol at 110℃; for 5h; Temperature; Reflux; | 92% |
Stage #1: 4-chloro-aniline With hydrogenchloride; sodium nitrite In water for 2h; Stage #2: With hydrogenchloride; sodium sulfite In water at 0 - 100℃; for 4h; | 70.67% |
Stage #1: 4-chloro-aniline With hydrogenchloride; acetic acid; sodium nitrite In water at 0 - 20℃; Stage #2: With hydrogenchloride; tin(II) dichloride dihydrate In water | 60% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydroxide; sodium hydrogen sulfate; sodium nitrite | 78% |
Conditions | Yield |
---|---|
With borohydride exchange resin In methanol at 0℃; | 63% |
With sodium perchlorate In water at 4℃; for 2h; electrolysis, pH=2.2; | 60% |
N-chloro-N'-phenyl-urea
A
phenyl carbamate
B
chlorobenzene
C
N-4-chlorophenylhydrazine
D
N-(4-chlorophenyl)urea
Conditions | Yield |
---|---|
With sodium sulfite nachf. Erhitzen mit Salzsaeure; | |
at 70℃; Zufuegen von Zinkstaub, Eisessig und konz. Salzsaeure; | |
With tin(ll) chloride |
N-4-chlorophenylhydrazine
Conditions | Yield |
---|---|
With hydrogenchloride |
N-4-chlorophenylhydrazine
Conditions | Yield |
---|---|
With sodium hydroxide; sodium amalgam |
N-4-chlorophenylhydrazine
Conditions | Yield |
---|---|
With water Electrolysis; |
methyl 2-(4-chlorophenyl)hydrazinecarboxylate
A
methanol
B
N-4-chlorophenylhydrazine
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane at 25℃; Rate constant; |
ethyl 2-(4-chlorophenyl)hydrazinecarboxylate
A
ethanol
B
N-4-chlorophenylhydrazine
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane at 25℃; Rate constant; |
hydrogenchloride
p-chlorobenzenediazonium chloride
N-4-chlorophenylhydrazine
hydrogenchloride
N-acetyl-N-(4-chloro-phenyl)-N'-(4-nitro-benzoyl)-hydrazine
A
acetic acid
B
N-4-chlorophenylhydrazine
C
4-nitro-benzoic acid
4-chlorobenzenediazonium sulfate
N-4-chlorophenylhydrazine
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane at 25℃; Rate constant; |
N'-(4-Chloro-phenyl)-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl ester
A
1,1,1-trichloroethanol
B
N-4-chlorophenylhydrazine
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane at 25℃; Rate constant; |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tetrahydrofuran; diethyl ether; water | |
With potassium carbonate In water at 20℃; for 0.25h; | |
With potassium carbonate In water at 20℃; for 0.25h; Inert atmosphere; |
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; hydrazine hydrate at 120℃; for 10h; Sealed tube; Inert atmosphere; |
N-4-chlorophenylhydrazine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In dichloromethane; water |
p-chlorophenyl chloramine
N-4-chlorophenylhydrazine
Conditions | Yield |
---|---|
With ammonia In water at 45℃; Temperature; | 132.6 g |
Conditions | Yield |
---|---|
With bis(tri-ortho-tolylphosphine)palladium(0); (2R)-1-[(1R)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(dicyclohexylphosphino)ferrocene; hydrazine hydrate; sodium t-butanolate In 1,4-dioxane; dodecane at 110℃; for 24h; Catalytic behavior; Temperature; Reagent/catalyst; Solvent; Time; Inert atmosphere; Sealed tube; | |
With bis(tri-ortho-tolylphosphine)palladium(0); (2R)-1-[(1R)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(dicyclohexylphosphino)ferrocene; hydrazine hydrate; potassium hydroxide In 1,4-dioxane at 100℃; Inert atmosphere; Sealed tube; |
1-methyl-4-methylene-1-azacyclohexane
carbon monoxide
N-4-chlorophenylhydrazine
Conditions | Yield |
---|---|
With sulfuric acid; hydrogen; Rh(acac)2(CO)2 at 100℃; under 45003.6 Torr; for 72h; | 100% |
Stage #1: 1-methyl-4-methylene-1-azacyclohexane; carbon monoxide; N-4-chlorophenylhydrazine With hydrogen; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; Rh(acac)2(CO)2 In tetrahydrofuran at 100℃; under 45003.6 Torr; for 72h; Stage #2: With sulfuric acid for 2h; Heating; | 85% |
6-bromoindan-1-one
N-4-chlorophenylhydrazine
Conditions | Yield |
---|---|
With acetic acid In ethanol for 0.5h; Heating / reflux; | 100% |
3-methyl-4-phenylbutan-2-one
N-4-chlorophenylhydrazine
(E)-1-(4-chlorophenyl)-2-(3-methyl-4-phenylbutan-2-ylidene)hydrazine
Conditions | Yield |
---|---|
In dichloromethane for 17h; Molecular sieve; Inert atmosphere; Reflux; | 100% |
1-methyl-3-phenyl-butanal
N-4-chlorophenylhydrazine
A
(Z)-1-(4-chlorophenyl)-2-(4-phenylpentan-2-ylidene)hydrazine
B
(E)-1-(4-chlorophenyl)-2-(4-phenylpentan-2-ylidene)hydrazine
Conditions | Yield |
---|---|
In dichloromethane for 17h; Molecular sieve; Inert atmosphere; Reflux; | A n/a B 100% |
4-methyl-2-pentanone
N-4-chlorophenylhydrazine
A
(Z)-1-(4-chlorophenyl)-2-(4-methylpentan-2-ylidene)hydrazine
B
(E)-1-(4-chlorophenyl)-2-(4-methylpentan-2-ylidene)hydrazine
Conditions | Yield |
---|---|
In dichloromethane for 17h; Molecular sieve; Inert atmosphere; Reflux; | A n/a B 100% |
methallyl acetate
N-4-chlorophenylhydrazine
A
3-(4-chlorophenyl)-2-hydroperoxy-2-methylpropyl acetate
B
1-(4-chlorophenyl)propan-2-one
Conditions | Yield |
---|---|
With manganese(IV) oxide; acetic acid In acetonitrile at 23℃; for 1h; | A n/a B 100% |
N-4-chlorophenylhydrazine
methacrylonitrile
A
3-(4-chlorophenyl)-2-hydroperoxy-2-methylpropanenitrile
B
1-(4-chlorophenyl)propan-2-one
Conditions | Yield |
---|---|
With manganese(IV) oxide; acetic acid In acetonitrile at 23℃; for 1h; | A n/a B 100% |
4-(4-methylphenyl)butan-2-one
N-4-chlorophenylhydrazine
A
(Z)-1-(4-chlorophenyl)-2-(4-p-tolylbutan-2-ylidene)hydrazine
B
(E)-1-(4-chlorophenyl)-2-(4-p-tolylbutan-2-ylidene)hydrazine
Conditions | Yield |
---|---|
In dichloromethane for 17h; Molecular sieve; Inert atmosphere; Reflux; | A n/a B 99% |
N-4-chlorophenylhydrazine
Conditions | Yield |
---|---|
In ethanol for 6h; Reflux; | 99% |
N-4-chlorophenylhydrazine
acetylacetone
1-(4-chlorophenyl)-3, 5-dimethyl-1H-pyrazole
Conditions | Yield |
---|---|
In neat (no solvent) at 120℃; for 0.166667h; Microwave irradiation; | 98% |
In water; glycerol at 90℃; for 0.533333h; Green chemistry; | 96% |
With Fe3O4(at)SiO2-bonded N-propyl-diethylenetetrasulfamic acid In water at 20℃; for 0.0833333h; Catalytic behavior; Green chemistry; | 95% |
2-cyano-3-methylthio-3-p-toluenesulfonylaminopropenamide
N-4-chlorophenylhydrazine
5-amino-1-p-chlorophenyl-3-p-toluenesulfonylaminopyrazole-4-carboxamide
Conditions | Yield |
---|---|
at 100℃; | 98% |
3-ethyl-2,4-pentanedione
N-4-chlorophenylhydrazine
1-(4-chlorophenyl)-4-ethyl-3,5-dimethyl-1H-pyrazole
Conditions | Yield |
---|---|
In neat (no solvent) at 120℃; for 0.25h; Microwave irradiation; | 98% |
With glutathione-modified ferrite nanoparticles In water at 140℃; under 2585.81 - 9308.91 Torr; for 0.333333h; Microwave irradiation; | 84% |
polystyrene supported sulfonic acid In water at 20℃; for 0.0333333h; | 80% |
N-4-chlorophenylhydrazine
1-butyn-4-ol
1-(4-chlorophenyl)-3-methyl-4,5-dihydropyrazole
Conditions | Yield |
---|---|
With zinc trifluoromethanesulfonate In tetrahydrofuran at 100℃; for 24h; Inert atmosphere; | 98% |
4-(4-methoxyphenyl)-2-butanone
N-4-chlorophenylhydrazine
A
(Z)-1-(4-chlorophenyl)-2-(4-(4-methoxyphenyl)butan-2-ylidene)hydrazine
B
(E)-1-(4-chlorophenyl)-2-(4-(4-methoxyphenyl)butan-2-ylidene)hydrazine
Conditions | Yield |
---|---|
In dichloromethane for 17h; Molecular sieve; Inert atmosphere; Reflux; | A n/a B 98% |
Conditions | Yield |
---|---|
In neat (no solvent) at 150℃; for 0.166667h; Microwave irradiation; regioselective reaction; | 98% |
allyl bromide
N-4-chlorophenylhydrazine
2-ethyl-3-methyl-6-chloroquinoline
Conditions | Yield |
---|---|
With chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II); cis-dichlorobis(triphenylphosphine)platinum(II); tris(o-methoxyphenyl)phosphine; N-ethyl-N,N-diisopropylamine In ethylene glycol at 20 - 75℃; for 8h; Reagent/catalyst; Solvent; Inert atmosphere; | 97.3% |
cyclohexanone
N-4-chlorophenylhydrazine
6-chloro-1,2,3,4-tetrahydrocarbazole
Conditions | Yield |
---|---|
With L-(+)-tartaric acid-urea melt at 70℃; for 0.5h; Fischer Indole Synthesis; | 97% |
With aluminium trichloride; n-butylpyridinium chloride for 0.583333h; Fischer indole synthesis; Heating; | 92% |
With 1,3-bis(3-sulfopropyl)-1H-imidazol-3-ium hydrogensulfate In water at 100℃; for 1h; Fischer indole synthesis; | 92% |
3-chloropentane-2,4-dione
N-4-chlorophenylhydrazine
4-chloro-1-(4-chlorophenyl)-3,5-dimethyl-1H-pyrazole
Conditions | Yield |
---|---|
In neat (no solvent) at 120℃; for 0.166667h; Microwave irradiation; | 97% |
With tetrafluoroboric acid; water In acetonitrile at 20℃; for 4h; | 90% |
With glutathione-modified ferrite nanoparticles In water at 140℃; under 2585.81 - 9308.91 Torr; for 0.333333h; Microwave irradiation; | 78% |
Conditions | Yield |
---|---|
With zinc trifluoromethanesulfonate In tetrahydrofuran at 120℃; for 24h; | 97% |
bromostyrene
N-4-chlorophenylhydrazine
1-chloro-4-(2-phenylethynyl)benzene
Conditions | Yield |
---|---|
With dmap; zirconocene dichloride; dichloro(1,2-bis(diphenylphosphino)ethane)cobalt(II); 1-(1-ferrocenylethyl)-3-isopropyl-imidazolium iodide salt In 1,4-dioxane at 60℃; for 4h; Reagent/catalyst; Solvent; Inert atmosphere; | 96.5% |
ethyl 5-oxohexanoate
N-4-chlorophenylhydrazine
Ethyl 5-chloro-2-methyl-1H-indole-3-propanoate
Conditions | Yield |
---|---|
96% |
N,N-dimethyl-formamide dimethyl acetal
N-4-chlorophenylhydrazine
acetylacetone
1-(1-(4-chlorophenyl)-5-methyl-1H-pyrazol-4-yl)ethan-1-one
Conditions | Yield |
---|---|
at 70℃; for 0.0166667h; Neat (no solvent); regioselective reaction; | 96% |
With 2,2,2-trifluoroethanol at 20℃; for 0.166667h; regioselective reaction; | 95% |
3-acetyl-4-chloro-6-methyl-2H-pyran-2-one
N-4-chlorophenylhydrazine
4-[2-(4-chlorophenyl)hydrazinyl]-3-acetyl-6-methyl-2H-pyran-2-one
Conditions | Yield |
---|---|
In ethanol at 20℃; | 96% |
benzyl acetoacetate
N,N-dimethyl-formamide dimethyl acetal
N-4-chlorophenylhydrazine
1-(4-chlorophenyl)-5-methyl-1H-pyrazole-4-carboxylic acid benzyl ester
Conditions | Yield |
---|---|
at 70℃; for 0.0166667h; Neat (no solvent); regioselective reaction; | 96% |
4-(4-chlorophenyl)butan-2-one
N-4-chlorophenylhydrazine
A
(Z)-1-(4-chlorophenyl)-2-(4-(4-chlorophenyl)butan-2-ylidene)hydrazine
B
(E)-1-(4-chlorophenyl)-2-(4-(4-chlorophenyl)butan-2-ylidene)hydrazine
Conditions | Yield |
---|---|
In dichloromethane for 17h; Molecular sieve; Inert atmosphere; Reflux; | A n/a B 96% |
2-benzylcyclohexan-1-one
N-4-chlorophenylhydrazine
A
(Z)-1-(2-benzylcyclohexylidene)-2-(4-chlorophenyl)hydrazine
B
(E)-1-(2-benzylcyclohexylidene)-2-(4-chlorophenyl)hydrazine
Conditions | Yield |
---|---|
In dichloromethane for 17h; Molecular sieve; Inert atmosphere; Reflux; | A n/a B 96% |
(Z)-3-(furan-2-yl)-3-hydroxy-1-(thiophen-2-yl)prop-2-ene-1-thione
N-4-chlorophenylhydrazine
1-(4-chlorophenyl)-5-(furan-2-yl)-3-(thiophen-2-yl)-1H-pyrazole
Conditions | Yield |
---|---|
In ethanol for 4h; Reflux; regioselective reaction; | 96% |
N-4-chlorophenylhydrazine
rimonabant acid
Conditions | Yield |
---|---|
Stage #1: rimonabant acid With isobutyl chloroformate In tetrahydrofuran at -20 - -10℃; for 0.333333h; Stage #2: N-4-chlorophenylhydrazine In tetrahydrofuran at -20 - -10℃; for 1h; | 96% |
Conditions | Yield |
---|---|
Stage #1: BOC-glycine With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 0.25h; Stage #2: N-4-chlorophenylhydrazine In tetrahydrofuran at 0 - 20℃; for 1.5h; | 96% |
4-Chlorophenyl isothiocyanate
N-4-chlorophenylhydrazine
1,4-bis-(4-chloro-phenyl)-thiosemicarbazide
Conditions | Yield |
---|---|
With agar at 20℃; for 0.25h; | 95% |
at 50℃; microwave irradiation; | 95.5% |
The 4-Chlorophenylhydrazine is an organic compound with the formula C6H7ClN2. The IUPAC name of this chemical is (4-chlorophenyl)hydrazine. With the CAS registry number 1073-69-4, it is also named as Hydrazine, (4-chlorophenyl)-.
Physical properties about 4-Chlorophenylhydrazine are: (1)ACD/LogP: 2.24; (2)ACD/LogD (pH 5.5): 2.12; (3)ACD/LogD (pH 7.4): 2.24; (4)ACD/BCF (pH 5.5): 22.31; (5)ACD/BCF (pH 7.4): 29.56; (6)ACD/KOC (pH 5.5): 296.2; (7)ACD/KOC (pH 7.4): 392.46; (8)#H bond acceptors: 2; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 6.48 Å2; (12)Index of Refraction: 1.655; (13)Molar Refractivity: 39.65 cm3; (14)Molar Volume: 108 cm3; (15)Polarizability: 15.72×10-24cm3; (16)Surface Tension: 52.8 dyne/cm; (17)Density: 1.32 g/cm3; (18)Flash Point: 114.2 °C; (19)Enthalpy of Vaporization: 50.32 kJ/mol; (20)Boiling Point: 265.3 °C at 760 mmHg; (21)Vapour Pressure: 0.00926 mmHg at 25°C.
Preparation: this chemical can be prepared by -chloro-benzenediazonium; tetrafluoroborate. This reaction will need reagent borohydride exchange resin and solvent methanol. The reaction temperature is 0 °C. The yield is about 63%.
Uses of 4-Chlorophenylhydrazine: it can be used to produce 3-(4-chloro-phenyl)-carbazic acid ethyl ester. It will need reagent pyridine and water .
You can still convert the following datas into molecular structure:
(1)SMILES: Clc1ccc(NN)cc1
(2)InChI: InChI=1/C6H7ClN2/c7-5-1-3-6(9-8)4-2-5/h1-4,9H,8H2
(3)InChIKey: XXNOGQJZAOXWAQ-UHFFFAOYAL
(4)Std. InChI: InChI=1S/C6H7ClN2/c7-5-1-3-6(9-8)4-2-5/h1-4,9H,8H2
(5)Std. InChIKey: XXNOGQJZAOXWAQ-UHFFFAOYSA-N
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