Conditions | Yield |
---|---|
Stage #1: aniline With hydrogenchloride; sodium nitrite In water at 0℃; for 1h; Stage #2: With hydrogenchloride; tin(ll) chloride In water at 20℃; for 2h; | 98% |
Stage #1: aniline With hydrogenchloride In water for 0.166667h; Cooling with ice; Stage #2: With sodium nitrite In water for 1h; Cooling with ice; Stage #3: With hydrogenchloride; tin(ll) chloride In water for 3h; Cooling with ice; | 94.1% |
Stage #1: aniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 1h; Stage #2: With sodium sulfite In water at 80℃; for 2h; Stage #3: With hydrogenchloride In water at 100℃; for 2h; | 94% |
di-tert-butyl 1-phenylhydrazine-1,2-dicarboxylate
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane; isopropyl alcohol for 0.25h; Heating; | 88% |
Conditions | Yield |
---|---|
Stage #1: iodobenzene With potassium phosphate; copper(l) iodide; N,N′-bis(2,6-dimethylphenyl)oxalamide; cetyltrimethylammonim bromide In water at 80℃; for 0.25h; Schlenk technique; Inert atmosphere; Sealed tube; Stage #2: With hydrazine hydrate In water at 80℃; Inert atmosphere; Schlenk technique; Sealed tube; Stage #3: With hydrogenchloride In water pH=3 - 4; Inert atmosphere; Schlenk technique; Sealed tube; | 87% |
Conditions | Yield |
---|---|
With chloroform at 60℃; | A 85% B 0.5 g |
Conditions | Yield |
---|---|
Stage #1: bromobenzene With potassium phosphate; copper(l) iodide; N,N′-bis(2,6-dimethylphenyl)oxalamide; cetyltrimethylammonim bromide In water at 80℃; for 0.25h; Schlenk technique; Inert atmosphere; Sealed tube; Stage #2: With hydrazine hydrate In water at 80℃; Inert atmosphere; Schlenk technique; Sealed tube; Stage #3: With hydrogenchloride In water pH=3 - 4; Inert atmosphere; Schlenk technique; Sealed tube; | 85% |
Stage #1: bromobenzene With potassium phosphate; N,N'-bis(2,5-dimethylpyrrol-1-yl)oxalamide; cetyltrimethylammonim bromide; copper(I) bromide In water at 110℃; for 0.166667h; Sealed tube; Inert atmosphere; Stage #2: With hydrazine hydrate In water at 110℃; for 1h; Sealed tube; Inert atmosphere; Stage #3: With hydrogenchloride In dichloromethane; water | 71% |
Multi-step reaction with 2 steps 1: bis(triphenylphosphine)nickel(II) chloride; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; sodium t-butanolate / 1,4-dioxane / 5 h / 50 °C / Inert atmosphere 2: hydrogenchloride / water / 20 °C View Scheme |
phenylazobenzenethiosulfonate
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; sodium sulfite at 40 - 60℃; for 4h; | 79% |
Conditions | Yield |
---|---|
With hydrogenchloride In water at 20℃; | 56% |
but-2-ene-1,4-diylbis(triphenylphosphinium) dichloride
phenylhydrazine
A
C24H21N2P*ClH
B
triphenyl(4-phenylhydrazonobut-2-enyl)phosphonium chloride
D
phenylhydrazine hydrochloride
E
Triphenylphosphine oxide
Conditions | Yield |
---|---|
In chloroform at 55 - 57℃; for 10h; | A 19% B 46% C 7% D 0.37 g E 34% |
{Et4N}{oxomolybdenum(Cl)4(H2O)}
phenylhydrazine
B
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
In propan-1-ol addn. of org. compd. to suspn. of Mo-compd. in propanol, stirring (5 h, room temp.); filtn., standing (room temp., 48 h); elem. anal.; | A 39% B n/a |
Conditions | Yield |
---|---|
in der Waerme; |
ethanol
4-chloro-3-phenyl-1,2,3-λ5-oxadiazol-3-ium-5-olate
A
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride |
hydrogenchloride
1-phenylsemicarbazide
A
1-phenylurazole
B
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
at 120℃; schliesslich bei 140-150grad; |
hydrogenchloride
N-phenyl-N,N'-dibenzylhydrazine
A
phenylhydrazine hydrochloride
B
benzyl chloride
hydrogenchloride
1-benzylidene-3-formyl-2-phenyl-triazane
A
phenylhydrazine hydrochloride
B
benzaldehyde
Chloro<(1S)-7,7-dimethyl-2-oxobicyclo<2.2.1>hept-1-yl>sulfine
phenylhydrazine
A
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
Stage #1: aniline hydrochloride With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 1h; Stage #2: With tin(ll) chloride for 2h; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) NaNO2, aq. HCl, 2.) NaHCO3 / 2.) -5 - -3 deg C 2: 79 percent / 1.) sodium sulfite, 2.) conc. aq. HCl / 4 h / 40 - 60 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / tetrahydrofuran / 0.17 h / -78 °C 2: 88 percent / HCl / propan-2-ol; dioxane / 0.25 h / Heating View Scheme | |
With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; cyclohexane |
sodium salt of phenyldiazosulfonic acid
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; platinum In water |
Nitrosophenylamine
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; tin(ll) chloride In water at 0℃; |
2-Hydroxy-cyclohexanon-2-carbonsaeureamid
phenylhydrazine hydrochloride
3a-Hydroxy-2-phenyl-3,3a,4,5,6,7-hexahydro-2H-indazol-3-on
Conditions | Yield |
---|---|
In water for 0.0333333h; Heating; | 100% |
phenylhydrazine hydrochloride
4-(2-tert-butoxycarbonyl-2-oxo-ethyl)-5-oxo-pyrrolidine-1,2-dicarboxylic acid di-tert-butyl ester
Conditions | Yield |
---|---|
With sodium acetate In methanol for 1h; Ambient temperature; | 100% |
4-oxocyclohexanecarboxylic acid
phenylhydrazine hydrochloride
2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid
Conditions | Yield |
---|---|
With zinc(II) chloride In acetic acid at 70℃; for 20h; | 100% |
In ethanol for 3h; Heating / reflux; | 84% |
In ethanol for 3h; Reflux; | 84% |
Conditions | Yield |
---|---|
In dichloromethane (N2); stirring (-78°C, 0.08 h); warming to room temp., solvent removal (vac.), drying (vac., 0.5 h), pentane addn., stirring (0.2 h), filtn., washing (pentane), drying (vac.); | 100% |
2'-chloro-5'-nitroacetophenone
phenylhydrazine hydrochloride
2-(2-chloro-5-nitrophenyl)-1H-indole
Conditions | Yield |
---|---|
Stage #1: 2'-chloro-5'-nitroacetophenone; phenylhydrazine hydrochloride With acetic acid In ethanol at 80℃; Stage #2: at 120℃; Stage #3: With sodium hydroxide Cooling with ice; | 100% |
phenylhydrazine hydrochloride
chloroformic acid ethyl ester
ethyl phenylhydrazocarboxylate
Conditions | Yield |
---|---|
With pyridine In acetonitrile at 0 - 20℃; | 100% |
With pyridine In acetonitrile at 0℃; for 1.25h; | 90% |
2-methyl-3-(1-methyl-1H-pyrazol-4-yl)-3-oxopropanenitrile
phenylhydrazine hydrochloride
1′-4-dimethyl-1-phenyl-1H,1′H-[3,4′-bipyrazol]-5-amine
Conditions | Yield |
---|---|
In ethanol at 20℃; Reflux; | 100% |
In ethanol for 17h; Time; Reflux; | 100% |
In ethanol at 20℃; Reflux; | 100% |
2-methyl-3-(1-methyl-1H-pyrazol-4-yl)-3-oxopropanenitrile
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
In ethanol Reflux; | 100% |
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
In methanol for 0.5h; Reflux; | 100% |
2-(pentafluoroethyl)-3,4-dihydro-2H-pyrrole
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
In methanol for 0.5h; Reflux; | 100% |
7-(trifluoromethyl)-3,4,5,6-tetrahydro-2H-azepine
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
In methanol for 0.5h; Reflux; | 100% |
6-(trifluoromethyl)-2,3,4,5-tetrahydropyridine
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
In methanol for 0.5h; Reflux; | 100% |
acetamidine hydrochloride
phenylhydrazine hydrochloride
N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: acetamidine hydrochloride; N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: phenylhydrazine hydrochloride With acetic acid In N,N-dimethyl-formamide at 80℃; for 4h; | 100% |
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
Stage #1: phenylhydrazine hydrochloride With 1,8-diazabicyclo[5.4.0]undec-7-ene Stage #2: 1,1,1-trifluoro-4-(1-methoxynaphthalen-4-yl)but-3-yn-2-one for 24h; regioselective reaction; | 100% |
phenylhydrazine hydrochloride
pivaloyl chloride
N’-phenyl-N-pivaloylhydrazine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.0833333h; | 99.6% |
Conditions | Yield |
---|---|
With acetic acid at 90 - 120℃; for 1h; Temperature; | 99% |
With L-(+)-tartaric acid-urea melt at 70℃; for 0.25h; Fischer Indole Synthesis; | 97% |
With 1-(3-sulfopropyl)pyridinium p-toluenesulfonate In water at 100℃; for 0.166667h; | 96% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; | 99% |
Conditions | Yield |
---|---|
With acetic acid at 20℃; | 99% |
phenylhydrazine hydrochloride
2-Methylcyclohexanone
4a-methyl-2,3,4,4a-tetrahydro-1H-carbazole
Conditions | Yield |
---|---|
With L-(+)-tartaric acid-urea melt at 70℃; for 0.5h; Fischer Indole Synthesis; | 99% |
With acetic acid for 2h; Reflux; | 65% |
With acetic acid at 120℃; for 14h; Inert atmosphere; Schlenk technique; | |
In acetic acid for 2h; Inert atmosphere; Reflux; | 12.5 g |
phenylhydrazine hydrochloride
1-benzyl-4-(5-(4-methoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-5-methyl-1H-1,2,3-triazole
Conditions | Yield |
---|---|
In water for 1h; Solvent; Reflux; Green chemistry; | 99% |
phenylhydrazine hydrochloride
1-benzyl-4-(5-(4-fluorophenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-5-methyl-1H-1,2,3-triazole
Conditions | Yield |
---|---|
In water for 1.5h; Solvent; Reflux; Green chemistry; | 99% |
Conditions | Yield |
---|---|
With sodium acetate In water | 99% |
phenylhydrazine hydrochloride
4-(4-chlorophenyl)-1,1,1-trifluorobut-3-yn-2-one
5-(4-chlorophenyl)-1-phenyl-3-(trifluoromethyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: phenylhydrazine hydrochloride With 1,8-diazabicyclo[5.4.0]undec-7-ene Stage #2: 4-(4-chlorophenyl)-1,1,1-trifluorobut-3-yn-2-one for 24h; regioselective reaction; | 99% |
phenylhydrazine hydrochloride
1-phenyl-3-(trifluoromethyl)-5-(4-bromophenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: phenylhydrazine hydrochloride With 1,8-diazabicyclo[5.4.0]undec-7-ene Stage #2: 4-(4-bromophenyl)-1,1,1-trifluorobut-3-yn-2-one for 24h; regioselective reaction; | 99% |
phenylhydrazine hydrochloride
Conditions | Yield |
---|---|
Stage #1: phenylhydrazine hydrochloride With 1,8-diazabicyclo[5.4.0]undec-7-ene Stage #2: 1,1,1-trifluoro-4-(2,3-dihydrobenzo[b][1,4]dioxin-7-yl)but-3-yn-2-one for 24h; regioselective reaction; | 99% |
Conditions | Yield |
---|---|
In water at 20℃; Fischer indole synthesis; | 98% |
With acetic acid Heating; further reagent; |
phenylhydrazine hydrochloride
Norhydromorphone hydrochloride
Conditions | Yield |
---|---|
In acetic acid at 90℃; for 16h; | 98% |
phenylhydrazine hydrochloride
noroxymorphone
Conditions | Yield |
---|---|
With hydrogenchloride for 16h; Heating; | 98% |
With hydrogenchloride In methanol Reflux; |
ethyl 2-(1H-indol-3-yl)-2-oxoacetate
phenylhydrazine hydrochloride
2-phenylpyrazolo[3,4-c]quinolin-4(5H)-one
Conditions | Yield |
---|---|
With acetic acid In ethanol at 140℃; for 0.05h; microwave irradiation; | 98% |
With acetic acid In ethanol at 140℃; for 0.05h; Microwave irradiation; | 98% |
With acetic acid In ethanol for 3h; Heating; | 72% |
phenylhydrazine hydrochloride
cycloheptanone
5,6,7,8,9,10-hexahydrocyclohept[b]indole
Conditions | Yield |
---|---|
With L-(+)-tartaric acid-urea melt at 70℃; for 1h; Fischer Indole Synthesis; | 98% |
With 1-(3-sulfopropyl)pyridinium p-toluenesulfonate In water at 100℃; for 0.166667h; | 93% |
With 1,3-bis(3-sulfopropyl)-1H-imidazol-3-ium trifluoromethanesulfonate In water at 100℃; for 0.25h; Fischer Indole Synthesis; Microwave irradiation; Green chemistry; | 91% |
The Phenylhydrazine hydrochloride is an organic compound with the formula C6H8N2.HCl. The IUPAC name of this chemical is phenylhydrazine hydrochloride. With the CAS registry number 59-88-1, it is also named as Phenylhydrazinium Chloride. The product's categories are Hydrazines; Nitrogen Compounds; Organic Building Blocks; Food & Beverage; Reagents for Analysis of Carbohydrates; Reagents for Food Analysis; HydrazinesStains and Dyes; P; Stains & Dyes, A to. Besides, it is a white to tan solid, which should be stored in a closed cool and dry place. It is used as intermediates in medicine, pesticide and dye.
Physical properties about Phenylhydrazine hydrochloride are: (1)ACD/LogP: 1.25 ; (2)ACD/LogD (pH 5.5): 1.04; (3)ACD/LogD (pH 7.4): 1.25; (4)ACD/BCF (pH 5.5): 3.26; (5)ACD/BCF (pH 7.4): 5.21; (6)ACD/KOC (pH 5.5): 70.82; (7)ACD/KOC (pH 7.4): 113.16; (8)#H bond acceptors: 2; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 6.48 Å2; (12)Flash Point: 115.4 °C; (13)Enthalpy of Vaporization: 48 kJ/mol; (14)Boiling Point: 243 °C at 760 mmHg; (15)Vapour Pressure: 0.0329 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
It is toxic by inhalation, in contact with skin and if swallowed. It may cause sensitisation by skin contact and may cause cancer. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is danger of serious damage to health by prolonged exposure through inhalation, in contact with skin and if swallowed. It is very toxic to aquatic organisms. When you are using it, avoid release to the environment. Refer to special instructions/safety data sheet. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: Cl.NNc1ccccc1
(2)InChI: InChI=1/C6H8N2.ClH/c7-8-6-4-2-1-3-5-6;/h1-5,8H,7H2;1H CopyCopied
(3)InChIKey: JOVOSQBPPZZESK-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C6H8N2.ClH/c7-8-6-4-2-1-3-5-6;/h1-5,8H,7H2;1H
(5)Std. InChIKey: JOVOSQBPPZZESK-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intravenous | 900ug/kg (0.9mg/kg) | Quarterly Journal of Crude Drug Research. Vol. 9, Pg. 1455, 1969. | |
mouse | LD50 | oral | 2100mg/kg (2100mg/kg) | Quarterly Journal of Crude Drug Research. Vol. 9, Pg. 1455, 1969. | |
mouse | LD50 | subcutaneous | 89mg/kg (89mg/kg) | Farmaco, Edizione Scientifica. Vol. 9, Pg. 274, 1954. | |
rabbit | LDLo | oral | 25mg/kg (25mg/kg) | "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935. | |
rabbit | LDLo | skin | 500mg/kg (500mg/kg) | LUNGS, THORAX, OR RESPIRATION: CYANOSIS SKIN AND APPENDAGES (SKIN): CORROSIVE: AFTER TOPICAL EXPOSURE | Fundamental and Applied Toxicology. Vol. 8, Pg. 583, 1987. |
rabbit | LDLo | subcutaneous | 25mg/kg (25mg/kg) | "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935. | |
rat | LD50 | intraperitoneal | 161mg/kg (161mg/kg) | Acta Biologica et Medica Germanica. Vol. 18, Pg. 617, 1967. |
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