5705-15-7

Basic information

• Product Name: 1-BENZYL-1-PHENYLHYDRAZINE HYDROCHLORIDE
• Synonyms: 1-benzyl-1-phenyl-hydrazinhydrochloride;1-phenyl-1-(phenylmethyl)-hydrazinmonohydrochloride;alpha-benzyl-alpha-phenylhydrazinehydrochloride;usafek-1666;1-BENZYL-1-PHENYLHYDRAZINE HYDROCHLORIDE;N-BENZYL-N-PHENYLHYDRAZINE HYDROCHLORIDE;N-benzyl-N-phenylhydrazinium(1+) chloride;N-BENZYL-N-PHENYLHYDRAZINE HCL
• CAS NO: 5705-15-7
• Molecular Formula: C₁₃H₁₄N₂*ClH
• Molecular Weight: 234.72
• EINECS: 227-195-7
• Mol File: 5705-15-7.mol
• Article Data: 0

Chemical Properties

• Melting Point: 178-181°C
• Boiling Point: 346.6 °C at 760 mmHg
• Flash Point: 186.3 °C
• Appearance: /
• Density: 1.13 g/cm³
• Vapor Pressure: 9.79E-20mmHg at 25°C
• Refractive Index: 1.672
• BRN: 3707186
• CAS DataBase Reference: 1-BENZYL-1-PHENYLHYDRAZINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYL-1-PHENYLHYDRAZINE HYDROCHLORIDE(5705-15-7)
• EPA Substance Registry System: 1-BENZYL-1-PHENYLHYDRAZINE HYDROCHLORIDE(5705-15-7)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39
• RTECS: MU9800000
• TSCA: Yes
• Hazardous Substances Data: 5705-15-7(Hazardous Substances Data)

Usage

General Description

1-BENZYL-1-PHENYLHYDRAZINE HYDROCHLORIDE is a chemical compound that belongs to the class of hydrazines. It is commonly used as a reagent in organic synthesis for the preparation of various compounds. 1-BENZYL-1-PHENYLHYDRAZINE HYDROCHLORIDE is known for its hydrazine-like properties, and it is often used as a precursor for the synthesis of pharmaceuticals, agrochemicals, and dyes. Its hydrochloride salt form makes it more stable and easier to handle in laboratory settings. It is a potentially hazardous chemical and should be handled with care and in accordance with proper safety protocols.

InChI:InChI=1/C31H33ClN2O3S/c1-30(2)18-23(13-16-37-30)34-28(36)26-27(24-8-4-3-7-21(24)17-31(26)14-5-6-15-31)33-29(34)38-19-25(35)20-9-11-22(32)12-10-20/h3-4,7-12,23H,5-6,13-19H2,1-2H3

Synthetic route

C13H17NO2 + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → C26H26N2O

Conditions	Yield
With pyridine; pyridine hydrochloride at 100℃; for 23h; Inert atmosphere;	98%

C14H17NO2 (1254982-53-0) + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → 5-(1-benzyl-1H-indol-3-yl)-2-(benzyloxy)pentanenitrile (1254982-27-8)

Conditions	Yield
With acetic acid at 100℃; for 1h; Fischer indole synthesis; Inert atmosphere;	89%

1-phenyl-2-(2-propenyloxy)ethanone (65755-81-9) + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → C24H21NO

Conditions	Yield
With L-Tartaric acid at 70℃; for 4h;	87%

N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + α-dimethylaminomethylene-N-phenyl-γ-butyrolactam (89587-12-2) → 2,3,4,9-Tetrahydro-2-phenyl-1H-pyrido<3,4-b>indol-1-one (89587-10-0) + 9-benzyl-2-phenyl-1-oxo-1,2,3,4-tetrahydro-β-carboline (89587-08-6)

Conditions	Yield
In hydrogenchloride; isopropyl alcohol for 3h; Heating;	A 3% B 86%

N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + α-dimethylaminomethylene-γ-butyrolactam (89587-11-1) → 1,2,3,4-tetrahydronorharman-1-one (17952-82-8) + 9-benzyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-one (34034-29-2)

Conditions	Yield
With hydrogenchloride In isopropyl alcohol for 3h; Heating;	A 5% B 82%

N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + 3-<(N,N-dimethylamino)methylene>-1-methyl-2-pyrrolidinone (59157-01-6) → Strychnocarpine (59156-98-8) + 2,3,4,9-Tetrahydro-2-methyl-9-(phenylmethyl)-1H-pyrido<3,4-b>indol-1-one (59156-99-9)

Conditions	Yield
With hydrogenchloride In water; isopropyl alcohol for 3h; Heating;	A n/a B 80%

3,4-dihydro-2H-thiopyran (13042-80-3) + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → 1-(2-tetrahydrothiopyranylthio)-3-(1-benzyl-3-indolyl)propane (128083-15-8)

Conditions	Yield
With water In 1,4-dioxane for 4h; Heating;	79%

hexyl 6-methoxy-2-naphthyl ketone (53526-25-3) + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → 1-benzyl-2-(6-methoxynaphthalen-2-yl)-3-pentyl-1H-indole (481631-58-7)

Conditions	Yield
With hydrogenchloride In ethanol; water at 70 - 80℃; for 7h; Fischer Indole Synthesis; Heating / reflux;	78%

N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + 3-[1-Dimethylamino-meth-(Z)-ylidene]-dihydro-thiophen-2-one (180403-47-8) → 9-Benzyl-4,9-dihydro-3H-thiopyrano[3,4-b]indol-1-one

Conditions	Yield
With trifluoroacetic acid In 1,4-dioxane for 8h; Heating;	77%

2-formyltetramethylene Sulfone (6461-87-6) + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → 2-formyltetramethylene sulfone 1-benzyl-1-phenylhydrazone

Conditions	Yield
With hydrogenchloride In water; isopropyl alcohol for 3h; Reflux;	76%
With hydrogenchloride In water; isopropyl alcohol for 3h; Reflux;	76%

ethyl 4-acetyl-3,5-dimethylpyrrole-2-carboxylate (2386-26-7) + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → 2,4-dimethyl-3-acetyl-5-ethoxycarbonylpyrrole N-benzyl-N-phenylhydrazone hydrochloride (87650-54-2)

Conditions	Yield
In ethanol for 5h; Heating;	75%

diethyl (3-oxopropyl)phosphonate (3986-95-6) + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → (1-Benzyl-1H-indol-3-ylmethyl)-phosphonic acid diethyl ester (119592-33-5)

Conditions	Yield
In ethanol Heating;	72%

N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + α,α'-hydroxybis(1-methyl-3-methylene-2-piperidone) (72740-33-1) → 10-benzyl-2-methyl-3,4,5,10-tetrahydroazepino[3,4-b]indol-1(2H)-one (122510-78-5)

Conditions	Yield
With sulfuric acid In ethanol; water for 4h; Heating;	70%

1-benzylpyrrolidine-2,3-dione (58486-00-3) + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → 2-dibenzyl-1,4-dihydropyrrolo[3,4-b]indol-3(2H)-one

Conditions	Yield
Stage #1: 1-benzylpyrrolidine-2,3-dione; N-benzyl-N-phenylhydrazine hydrochloride With acetic acid at 80℃; for 0.333333h; Stage #2: With hydrogenchloride In water at 80℃; for 2.5h;	66%

N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + 1-Methyl-3-formyl-2-pyrrolidone (59157-00-5) → 2,3,4,9-Tetrahydro-2-methyl-9-(phenylmethyl)-1H-pyrido<3,4-b>indol-1-one (59156-99-9)

Conditions	Yield
With hydrogenchloride In water; isopropyl alcohol for 3h; Heating;	62%

N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + N-methyl-α-dimethylaminomethylenesuccinimide (39654-67-6) → 2-Methyl-4,9-dihydro-β-carboline-1,3-dione (111725-63-4) + 9-Benzyl-2-methyl-4,9-dihydro-β-carboline-1,3-dione (111725-61-2)

Conditions	Yield
With hydrogenchloride In acetic acid for 3h; Heating;	A 13% B 61%

N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + N-methyl-α-dimethylaminomethyleneglutarimide (111725-60-1) → 2-methyl-1,3-dioxo-1,2,3,4,5,10-hexahydroazepino<3,4-b>indole (111725-67-8) + 2-methyl-10-benzyl-1,3-dioxo-1,2,3,4,5,10-hexahydroazepino<3,4-b>indole (111725-64-5)

Conditions	Yield
With hydrogenchloride In acetic acid for 3h; Heating;	A 7% B 61%

N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + α-dimethylaminomethylene-N-butyl-γ-butyrolactam (63352-50-1) → 9-Benzyl-2-butyl-2,3,4,9-tetrahydro-β-carbolin-1-one (74300-22-4) + 2-n-butyl-1-oxo-1,2,3,4-tetrahydro-β-carboline (74300-21-3)

Conditions	Yield
With hydrogenchloride In methanol; isopropyl alcohol for 3h; Heating;	A 60% B n/a

1-methylpiperidin-2-one (931-20-4) + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → 10-benzyl-2-methyl-3,4,5,10-tetrahydroazepino[3,4-b]indol-1(2H)-one (122510-78-5)

Conditions	Yield
Stage #1: 1-methylpiperidin-2-one; N,N-dimethyl-formamide With trichlorophosphate In benzene for 5.5h; Vilsmeier Reaction; Reflux; Stage #2: N-benzyl-N-phenylhydrazine hydrochloride In ethanol for 2h; Reflux;	60%
Stage #1: 1-methylpiperidin-2-one; N,N-dimethyl-formamide With trichlorophosphate In benzene for 5.5h; Vilsmeier Reaction; Reflux; Stage #2: N-benzyl-N-phenylhydrazine hydrochloride In ethanol for 2h; Reflux;	60%

N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + Ethyl β-(2,4-dimethyl-5-carboethoxypyrrolyl-3)-β-ketopropionate (52649-04-4) → 2,4-dimethyl-3-acetyl-5-ethoxycarbonylpyrrole N-benzyl-N-phenylhydrazone hydrochloride (87650-54-2)

Conditions	Yield
In ethanol for 11h; Heating; than standing for 2 days;	59%

N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + phenyl chloroformate (1885-14-9) → phenyl 2-benzyl-2-phenylhydrazine-1-carboxylate

Conditions	Yield
With pyridine In dichloromethane at 0 - 20℃; for 2h;	59%

Diphenyliodonium triflate (66003-76-7) + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → N′-benzyl-N′-phenylbenzenesulfonohydrazide (102174-16-3)

Conditions	Yield
With potassium pyrosulfite; C34H30N2O4 In dimethyl sulfoxide; acetonitrile at 20℃; for 2h; Inert atmosphere; Schlenk technique; Irradiation;	59%

α-hydroxymethylene-N-methyl-δ-valerolactam (89910-21-4) + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → 10-benzyl-2-methyl-3,4,5,10-tetrahydroazepino[3,4-b]indol-1(2H)-one (122510-78-5) + 2-methyl-3,4,5,10-tetrahydroazepino[3,4-b]indol-1(2H)-one (30264-08-5)

Conditions	Yield
With sulfuric acid In ethanol; water for 4h; Heating;	A 57% B 8%

3-oxopentanedioic acid dimethyl ester (1830-54-2) + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → methyl 1-benzyl-2-(2-methoxy-2-oxoethyl)-1H-indole-3-carboxylate (1431570-01-2)

Conditions	Yield
In methanol Fischer Indole Synthesis; Heating;	57%
In methanol for 12h; Fischer Indole Synthesis; Heating;	57%

N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + diethyl 1,3-acetonedicarboxylate (105-50-0) → 1-benzyl-2-ethoxycarbonylmethyl-indole-3-carboxylic acid ethyl ester (57982-40-8)

Conditions	Yield
In ethanol Fischer Indole Synthesis; Reflux;	54%

N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + 4a′-methyl-4′,4a′,7′,8′-tetrahydro-3′H-spiro[[1,3]dithiolane-2,2′-naphthalen]-5′(6′H)-one (70499-16-0) → 11-benzyl-11b-methyl-1,2,5,6,11,11b-hexahydrospiro[benzo[a]carbazole-3,2'-[1,3]dithiolane]

Conditions	Yield
With acetic acid at 100℃; for 2h; Inert atmosphere;	53%

2,2-dimethyl-cyclohexanone (1193-47-1) + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → 9-benzyl-1,1-dimethyl-1,2,3,4-tetrahydrocarbazole

Conditions	Yield
In acetic acid for 1h; Fiacher indole synthesis; Heating;	52%

(3aR,6aS)-1,3a,4,5,6,6a-hexahydrocyclopenta[c]pyrrole + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → C20H22N2

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 130℃; for 0.5h; Fischer Indole Synthesis; Microwave irradiation;	51%

3,4-dihydro-2H-thiopyran (13042-80-3) + N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) → 5-(2-tetrahydrothiopyranylthio)pentanal α-benzylphenylhydrazone (128083-16-9)

Conditions	Yield
In 1,4-dioxane; water for 24h; Ambient temperature;	50%

N-benzyl-N-phenylhydrazine hydrochloride (5705-15-7) + 3-[1-Dimethylamino-meth-(Z)-ylidene]-1-methyl-azepan-2-one (72740-35-3) → 2-methyl-2,3,4,5,6,11-hexahydro-1H-azocino<3,4-b>indol-1-one (122531-38-8) + 2-methyl-11-benzyl-2,3,4,5,6,11-hexahydro-1H-azocino<3,4-b>indol-1-one (122531-39-9)

Conditions	Yield
With sulfuric acid In ethanol; water for 4h; Heating;	A 17% B 45%

Downstream Products

• 33177-06-9 12-benzyl-7,12-dihydro-6H-benzo[2,3]oxepino[4,5-b]indole 
• 102287-97-8 3-O-Benzyl-<6-desoxy-L-idose>- 
• 13391-68-9 N-[(2R,3S,4S)-5-(Benzyl-phenyl-hydrazono)-2,3,4-trihydroxy-pentyl]-acetamide 
• 98862-95-4 5-benzyl-1,3,4,5-tetrahydro-thiopyrano[4,3-b]indole 2,2-dioxide 
• 128083-17-0 3-(1-benzyl-3-indolyl)propanethiol 
• 128083-16-9 5-(2-tetrahydrothiopyranylthio)pentanal α-benzylphenylhydrazone 
• 128083-15-8 1-(2-tetrahydrothiopyranylthio)-3-(1-benzyl-3-indolyl)propane 
• 122510-78-5 10-benzyl-2-methyl-3,4,5,10-tetrahydroazepino[3,4-b]indol-1(2H)-one 
• 30264-08-5 2-methyl-3,4,5,10-tetrahydroazepino[3,4-b]indol-1(2H)-one 
• 119592-33-5 (1-Benzyl-1H-indol-3-ylmethyl)-phosphonic acid diethyl ester 
• 122531-38-8 2-methyl-2,3,4,5,6,11-hexahydro-1H-azocino<3,4-b>indol-1-one 
• 122531-39-9 2-methyl-11-benzyl-2,3,4,5,6,11-hexahydro-1H-azocino<3,4-b>indol-1-one 
• 111725-63-4 2-Methyl-4,9-dihydro-β-carboline-1,3-dione 
• 111725-61-2 9-Benzyl-2-methyl-4,9-dihydro-β-carboline-1,3-dione