Product Name

  • Name

    (4-METHOXYBENZYL)HYDRAZINEDIHYDROCHLORIDE

  • EINECS
  • CAS No. 140-69-2
  • Article Data10
  • CAS DataBase
  • Density 1.069 g/cm3
  • Solubility
  • Melting Point 34-36 °C
  • Formula C8H12N2O
  • Boiling Point 311.9 °C at 760 mmHg
  • Molecular Weight 152.196
  • Flash Point 142.5 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes  Xi:;
  • Molecular Structure Molecular Structure of 140-69-2 ((4-METHOXYBENZYL)HYDRAZINEDIHYDROCHLORIDE)
  • Hazard Symbols Xi
  • Synonyms 4-Methoxybenzylhydrazine;p-Methoxybenzylhydrazine;Hydrazine,(p-methoxybenzyl)- (6CI,7CI,8CI);
  • PSA 47.28000
  • LogP 3.35370

Synthetic route

p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

Conditions
ConditionsYield
With potassium carbonate; hydrazine hydrate at 10 - 30℃; Inert atmosphere;69%
With hydrazine In methanol for 2h; Ambient temperature;54%
With hydrazine hydrate In methanol at 20℃; for 2h;52%
2-((4-methoxybenzyl)amino)isoindoline-1,3-dione
345928-21-4

2-((4-methoxybenzyl)amino)isoindoline-1,3-dione

A

2,3-dihydrophthalazine-1,4-dione
1445-69-8

2,3-dihydrophthalazine-1,4-dione

B

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol; water Heating;A n/a
B 65%
With hydrazine hydrate In ethanol; water for 2.5h; Heating;A n/a
B 65%
p-anisaldehyde hydrazone
5953-85-5

p-anisaldehyde hydrazone

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

Conditions
ConditionsYield
With ethanol; acetic acid; platinum Hydrogenation;
4-methoxy-benzaldehyde-(4-methoxy-benzylhydrazone)
33708-60-0

4-methoxy-benzaldehyde-(4-methoxy-benzylhydrazone)

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

Conditions
ConditionsYield
With hydrogenchloride
N-(p-methoxybenzylidene)aminophthalimide
85468-48-0

N-(p-methoxybenzylidene)aminophthalimide

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 79 percent / hydrogen, / 5percent palladium on charcoal / dimethylformamide / 20 h / 2585.7 Torr
2: 65 percent / 64percent NH2NH2*H2O / H2O; ethanol / 2.5 h / Heating
View Scheme
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 92 percent / ethanol / 1.) reflux, 2.5 h; 2.) room temp., overnight
2: 79 percent / hydrogen, / 5percent palladium on charcoal / dimethylformamide / 20 h / 2585.7 Torr
3: 65 percent / 64percent NH2NH2*H2O / H2O; ethanol / 2.5 h / Heating
View Scheme
ethyl 4-(3,5-dichlorophenoxy)-3-oxobutanoate
1226145-00-1

ethyl 4-(3,5-dichlorophenoxy)-3-oxobutanoate

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

C18H16Cl2N2O3
1412896-04-8

C18H16Cl2N2O3

Conditions
ConditionsYield
In ethanol at 20℃; for 7h;97%
(4-chlorophenyl)(2-isothiocyanatothiophen-3 -yl)methanone

(4-chlorophenyl)(2-isothiocyanatothiophen-3 -yl)methanone

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

N-(3-(4-chlorobenzoyl)thiophen-2-yl)-1-(4-methoxybenzyl)hydrazine-1-carbothioamide

N-(3-(4-chlorobenzoyl)thiophen-2-yl)-1-(4-methoxybenzyl)hydrazine-1-carbothioamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 5h;80%
3-(1,4-Dioxa-spiro[4.4]non-7-yl)-3-oxo-N-(3-trifluoromethyl-phenyl)-thiopropionamide

3-(1,4-Dioxa-spiro[4.4]non-7-yl)-3-oxo-N-(3-trifluoromethyl-phenyl)-thiopropionamide

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

[5-(1,4-Dioxa-spiro[4.4]non-7-yl)-2-(4-methoxy-benzyl)-2H-pyrazol-3-yl]-(3-trifluoromethyl-phenyl)-amine

[5-(1,4-Dioxa-spiro[4.4]non-7-yl)-2-(4-methoxy-benzyl)-2H-pyrazol-3-yl]-(3-trifluoromethyl-phenyl)-amine

Conditions
ConditionsYield
With acetic acid In ethanol79%
4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

A

5-Cyclobutyl-2-(4-methoxy-benzyl)-2H-pyrazol-3-ylamine

5-Cyclobutyl-2-(4-methoxy-benzyl)-2H-pyrazol-3-ylamine

B

β-Cyclobutyl-β-oxopropionitrile
118431-89-3

β-Cyclobutyl-β-oxopropionitrile

Conditions
ConditionsYield
In ethanol; ethyl acetateA 77%
B n/a
tert-butyl ((1-(6-chloro-5-cyanopyrazin-2-yl)-4-methylpiperidin-4-yl)methyl)carbamate

tert-butyl ((1-(6-chloro-5-cyanopyrazin-2-yl)-4-methylpiperidin-4-yl)methyl)carbamate

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

tert-butyl ((1-(3-amino-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyrazin-6-yl)-4-methylpiperidin-4-yl)methyl)carbamate

tert-butyl ((1-(3-amino-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyrazin-6-yl)-4-methylpiperidin-4-yl)methyl)carbamate

Conditions
ConditionsYield
With triethylamine In ethanol at 90℃; for 12h;77%
diethyl 2-ethoxymethylenemalonate
87-13-8

diethyl 2-ethoxymethylenemalonate

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

ethyl 5-hydroxy-1-(4-methoxybenzyl)-1H-pyrazole-4-carboxylate
821016-23-3

ethyl 5-hydroxy-1-(4-methoxybenzyl)-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
With potassium carbonate for 3h; Heating;75%
ethyl acetoacetate
141-97-9

ethyl acetoacetate

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

2-(4-methoxybenzyl)-5-methyl-2,4-dihydro-3H-pyrazol-3-one
33555-99-6

2-(4-methoxybenzyl)-5-methyl-2,4-dihydro-3H-pyrazol-3-one

Conditions
ConditionsYield
at 0℃; for 0.5h;75%
acetylacetone
123-54-6

acetylacetone

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

1-p-methoxybenzyl-3,5-dimethylpyrazole

1-p-methoxybenzyl-3,5-dimethylpyrazole

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 1h; Heating;73%
(6-bromo-indol-3-yl)-oxo-acetic acid ethyl ester
17826-12-9

(6-bromo-indol-3-yl)-oxo-acetic acid ethyl ester

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

7-bromo-2-[(4-methoxyphenyl)methyl]-2H,4H,5H-pyrazolo[3,4-c]quinolin-4-one

7-bromo-2-[(4-methoxyphenyl)methyl]-2H,4H,5H-pyrazolo[3,4-c]quinolin-4-one

Conditions
ConditionsYield
With acetic acid In ethanol at 80℃;68%
malonaldehydebis(dimethylacetal)
102-52-3

malonaldehydebis(dimethylacetal)

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

1-(p-methoxyphenyl)methyl-pyrazole
145162-51-2

1-(p-methoxyphenyl)methyl-pyrazole

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 1h; Heating;64%
methyl 2-chloro-6-(2-furyl)-5-pyrimidin-4-ylnicotinate
868360-50-3

methyl 2-chloro-6-(2-furyl)-5-pyrimidin-4-ylnicotinate

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

6-(2-furyl)-1-(4-methoxybenzyl)-5-pyrimidin-4-yl-1,2-dihydro-3H-pyrazolo[3,4-b]pyridin-3-one
868360-65-0

6-(2-furyl)-1-(4-methoxybenzyl)-5-pyrimidin-4-yl-1,2-dihydro-3H-pyrazolo[3,4-b]pyridin-3-one

Conditions
ConditionsYield
In ethanol at 65℃;63%
4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

ethyl (ethoxymethylene)cyanoacetate
94-05-3

ethyl (ethoxymethylene)cyanoacetate

ethyl 5-amino-1-[(4-methoxyphenyl)methyl]pyrazole-4-carboxylate
384835-92-1

ethyl 5-amino-1-[(4-methoxyphenyl)methyl]pyrazole-4-carboxylate

Conditions
ConditionsYield
In ethanol Reflux;63%
In ethanol Reflux;63%
In ethanol Reflux;63%
(4-hydroxyphenyl)carbonohydrazonoyl dicyanide

(4-hydroxyphenyl)carbonohydrazonoyl dicyanide

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

4-((3,5-diamino-1-(4-methoxybenzyl)-1H-pyrazol-4-yl)diazenyl)phenol
1374431-85-2

4-((3,5-diamino-1-(4-methoxybenzyl)-1H-pyrazol-4-yl)diazenyl)phenol

Conditions
ConditionsYield
In methanol at 65℃; for 4h;62%
(E)-2-(1-(dimethylamino)-3-oxo-3-phenylprop-1-en-2-yl)isoindoline-1,3-dione

(E)-2-(1-(dimethylamino)-3-oxo-3-phenylprop-1-en-2-yl)isoindoline-1,3-dione

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

2-(3-phenyl-1H-pyrazol-4-yl)isoindoline-1,3-dione
216854-27-2

2-(3-phenyl-1H-pyrazol-4-yl)isoindoline-1,3-dione

Conditions
ConditionsYield
In ethanol at 20℃; for 15h;59%
4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

2-chloro-3-cyanopyrazine
55557-52-3

2-chloro-3-cyanopyrazine

1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyrazine-3-amine
1432112-13-4

1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyrazine-3-amine

Conditions
ConditionsYield
With potassium carbonate In ethanol for 6h; Reflux;56%
With potassium carbonate In ethanol for 6h; Reflux;56%
Benzoylacetonitrile
614-16-4

Benzoylacetonitrile

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

1-(4-methoxybenzyl)-3-phenyl-1H-pyrazol-5-amine

1-(4-methoxybenzyl)-3-phenyl-1H-pyrazol-5-amine

Conditions
ConditionsYield
With acetic acid In ethanol at 85℃;52%
With acetic acid In ethanol at 85℃;14.4 g
ethyl acetoacetate
141-97-9

ethyl acetoacetate

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

1-(4-methoxybenzyl)-3-methyl-1H-pyrazol-5-ol
326488-07-7

1-(4-methoxybenzyl)-3-methyl-1H-pyrazol-5-ol

Conditions
ConditionsYield
In acetic acid at 100℃;46%
3-oxabicyclo[3.1.0]hexane-2,4-dione
5617-74-3

3-oxabicyclo[3.1.0]hexane-2,4-dione

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

(+/-)-3-(4-methoxybenzyl)-3,4-diazabicyclo[4.1.0]heptane-2,5-dione
154186-47-7

(+/-)-3-(4-methoxybenzyl)-3,4-diazabicyclo[4.1.0]heptane-2,5-dione

Conditions
ConditionsYield
In acetonitrile for 15h; cyclocondensation; Heating;34%
In acetonitrile Reflux;25.5%
4-bromo-2-chlorobenzamide
426265-73-8

4-bromo-2-chlorobenzamide

1,1-dimethoxyethane
534-15-6

1,1-dimethoxyethane

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

3-(4-bromo-2-chlorophenyl)-1-(4-methoxybenzyl)-1H-1,2,4-triazole

3-(4-bromo-2-chlorophenyl)-1-(4-methoxybenzyl)-1H-1,2,4-triazole

Conditions
ConditionsYield
In Petroleum ether27%
(E)-3-(dimethylamino)-2-phenylacrylonitrile
70515-61-6

(E)-3-(dimethylamino)-2-phenylacrylonitrile

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

A

1-(4-methoxybenzyl)-4-phenyl-1H-pyrazol-3-amine

1-(4-methoxybenzyl)-4-phenyl-1H-pyrazol-3-amine

B

4-phenyl-1H-pyrazol-3-ylamine
5591-70-8

4-phenyl-1H-pyrazol-3-ylamine

Conditions
ConditionsYield
In ethanol at 20℃; for 12h;A 12.3%
B 21.6%
4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

sodium (E)-(4-methoxyphenyl)methanediazoate

sodium (E)-(4-methoxyphenyl)methanediazoate

Conditions
ConditionsYield
With n-Butyl nitrite; sodium ethanolate In diethyl ether; ethanol for 16h;
Glyoxal
131543-46-9

Glyoxal

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

2-(4-Methoxy-benzyl)-2H-[1,2,3]triazole 1-oxide

2-(4-Methoxy-benzyl)-2H-[1,2,3]triazole 1-oxide

Conditions
ConditionsYield
With pyridine; hydroxylamine hydrochloride; sodium carbonate; copper(II) sulfate 1.) water, methanol, r.t., 0.5 h, 2.) water, methanol, reflux, 0.5 h; Yield given. Multistep reaction;
(2-amino-4-methyl-phenyl)-cyclohexyl-methanone
528884-49-3

(2-amino-4-methyl-phenyl)-cyclohexyl-methanone

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

C23H29N3O3

C23H29N3O3

Conditions
ConditionsYield
Stage #1: (2-amino-4-methyl-phenyl)-cyclohexyl-methanone; bis(trichloromethyl) carbonate With triethylamine In dichloromethane at -40℃; for 0.833333h;
Stage #2: 4-methoxybenzylhydrazine In dichloromethane at -40 - 20℃; Further stages.;
thiophosgene
463-71-8

thiophosgene

2-aminoacetophenone
551-93-9

2-aminoacetophenone

4-methoxybenzylhydrazine
140-69-2

4-methoxybenzylhydrazine

C17H19N3O2S

C17H19N3O2S

Conditions
ConditionsYield
Stage #1: thiophosgene; 2-aminoacetophenone With triethylamine In dichloromethane at -20 - 20℃;
Stage #2: 4-methoxybenzylhydrazine In dichloromethane at 20℃; for 16h; Further stages.;

(4-Methoxybenzyl)hydrazine Specification

This chemical is called Hydrazine, [(4-methoxyphenyl)methyl]-, and its systematic name is (4-methoxybenzyl)hydrazine. With the molecular formula of C8H12N2O, its molecular weight is 152.09. The CAS registry number of this chemical is 140-69-2.

Other characteristics of the Hydrazine, [(4-methoxyphenyl)methyl]- can be summarised as followings: (1)ACD/LogP: 0.64; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.48; (4)ACD/LogD (pH 7.4): 0.19; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 18.8; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 15.71 Å2; (13)Index of Refraction: 1.545; (14)Molar Refractivity: 44.97 cm3; (15)Molar Volume: 142.2 cm3; (16)Polarizability: 17.83×10-24cm3; (17)Surface Tension: 40 dyne/cm; (18)Density: 1.069 g/cm3; (19)Flash Point: 142.5 °C; (20)Enthalpy of Vaporization: 55.29 kJ/mol; (21)Boiling Point: 311.9 °C at 760 mmHg; (22)Vapour Pressure: 0.000546 mmHg at 25°C.

You can still convert the following datas into molecular structure: 
1.SMILES: O(c1ccc(cc1)CNN)C
2.InChI: InChI=1/C8H12N2O/c1-11-8-4-2-7(3-5-8)6-10-9/h2-5,10H,6,9H2,1H3
3.InChIKey: AQURFXLIZXOCLU-UHFFFAOYAU

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