Conditions | Yield |
---|---|
With pyridine; aluminum oxide; hydrazine at 102 - 104℃; for 1h; microwave irradiation; | 100% |
Conditions | Yield |
---|---|
With hydrazine hydrate at 85℃; for 0.00277778h; | 99% |
With hydrazine hydrate | 98% |
With hydrazine hydrate In ethanol; ethyl acetate for 4h; Reflux; | 98% |
Conditions | Yield |
---|---|
With hydrazine hydrate at 40 - 75℃; for 4h; Temperature; Green chemistry; Large scale; | 98% |
With hydrazine hydrate In ethanol Heating; | |
With hydrazine hydrate Reflux; |
Conditions | Yield |
---|---|
With hydrogen In ethanol | 98% |
With hydrogen In ethanol | 98% |
Conditions | Yield |
---|---|
With hydrazine hydrate for 0.0222222h; Microwave irradiation; | 86% |
With hydrazine hydrate Microwave irradiation; | |
Stage #1: acetic acid With sulfuric acid In methanol at 20℃; for 4h; Reflux; Stage #2: With hydrazine hydrate In methanol at 75℃; for 0.5h; |
N-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-acetamide
acetic acid hydrazide
Conditions | Yield |
---|---|
With water; hydrazine In ethanol for 0.25h; Ambient temperature; | 75% |
ethyl 2-acetylacetoacetate
A
3,5-Dimethyl-1H-pyrazole-4-carboxylic acid ethyl ester
B
ethyl acetoacetate
C
acetic acid hydrazide
Conditions | Yield |
---|---|
With hydrazine In chloroform-d1 at 20℃; | A 32% B 68 % Spectr. C 68% |
With hydrazine In chloroform-d1 at 20℃; | A 32% B 68% C 68 % Spectr. |
With hydrazine In acetone at -20℃; | A 85 % Spectr. B 15% C 15% |
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 12h; | 55% |
With hydrazine In ethanol for 12h; Product distribution; Mechanism; reaction with other subst. hydrazines; | 55% |
ethyl 4-(1-adamantyl)-3-oxo-2-(1-oxoethyl)butanoate
B
acetic acid hydrazide
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 4h; Reflux; | A 39% B n/a |
ethyl 4-(1-adamantyl)-3-oxo-2-(1-oxoethyl)butanoate
phenylhydrazine
A
4-adamantan-1-yl-3-oxobutyric acid ethyl ester
B
acetic acid hydrazide
C
3-(1-adamantylmethyl)-1-phenyl-1H-pyrazol-5-one
Conditions | Yield |
---|---|
at 70℃; for 2h; | A n/a B n/a C 27% |
glycerol
A
(1-methyl-piperidin-2-yl)-methanol
B
2,4-dimethyl-2-oxazoline-4-methanol
C
2-(aminooxy)propanoic acid
E
acetaldehyde
F
acetic acid
G
2-isopropyliminopropane
H
propionic acid
I
acetic acid hydrazide
J
allyl alcohol
K
hydroxy-2-propanone
L
acrolein
M
acetaldehyde methylhydrazone
N
N-methylproline
Conditions | Yield |
---|---|
With alumina-supported iron; ammonia In water at 340℃; Inert atmosphere; | A n/a B n/a C n/a D n/a E 7.8% F 5% G n/a H 6.7% I n/a J 11.3% K n/a L n/a M n/a N n/a |
Conditions | Yield |
---|---|
With hydrazine at 25℃; | |
With hydrazine hydrochloride; sodium acetate |
Conditions | Yield |
---|---|
Kochen; |
Conditions | Yield |
---|---|
beim Kochen; |
p-Chlorbenzaldehyd-acethydrazon
A
4-chlorobenzaldehyde
B
acetic acid hydrazide
Conditions | Yield |
---|---|
In water at 25℃; Equilibrium constant; |
Conditions | Yield |
---|---|
In water at 25℃; Equilibrium constant; |
1-N-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosylamine
A
3,5-dimethyl-4H-1,2,4-triazol-4-amine
B
1-N-acetyl-2-amino-2-deoxy-β-D-glucopyranosylamine
C
acetic acid hydrazide
D
2-amino-2-deoxy-D-glucose hydrazone
Conditions | Yield |
---|---|
With hydrazine at 100℃; for 30h; Product distribution; other temp., time and cat.; |
2-acetamido-1-N-(L-β-aspartyl)-2-deoxy-β-D-glucopyranosylamine
A
3,5-dimethyl-4H-1,2,4-triazol-4-amine
B
aspartic acid dihydrazide
C
1-deoxy-D-fructose hydrazone
D
acetic acid hydrazide
E
2-amino-2-deoxy-D-glucose hydrazone
Conditions | Yield |
---|---|
With hydrazin sulfate; hydrazine at 105℃; for 10h; Product distribution; other temp.and time; |
3-acetylpentane-2,4-dione
A
1-(3,5-dimethyl-1H-pyrazol-4-yl)ethanone
B
acetic acid hydrazide
C
acetylacetone
Conditions | Yield |
---|---|
With hydrazine In acetone at -20℃; | A 70 % Spectr. B 30 % Spectr. C 30 % Spectr. |
With hydrazine In chloroform-d1 at 20℃; | A 26 % Spectr. B 74 % Spectr. C 74 % Spectr. |
2-acetyldibenzoylmethane
A
acetic acid hydrazide
B
1,3-diphenylpropanedione
Conditions | Yield |
---|---|
With hydrazine In chloroform-d1 at 20℃; | A 100 % Spectr. B 100 % Spectr. |
With phenylhydrazine In chloroform-d1 at 20℃; | A 100 % Spectr. B 100 % Spectr. |
3-benzoylpentane-2,4-dione
A
acetic acid hydrazide
B
1-phenylbutan-1,3-dione
Conditions | Yield |
---|---|
With hydrazine In chloroform-d1 at 20℃; | A 100 % Spectr. B 100 % Spectr. |
ethyl 3-oxo-2-benzoylbutanoate
A
ethyl 3-oxo-3-phenylpropionate
B
acetic acid hydrazide
Conditions | Yield |
---|---|
With hydrazine In chloroform-d1 at 20℃; | A 100 % Spectr. B 100 % Spectr. |
ethyl 3-oxo-2-benzoylbutanoate
A
ethyl 3-oxo-3-phenylpropionate
B
acetic acid hydrazide
C
ethyl 3-methyl-5-phenyl-1H-pyrazole-4-carboxylate
Conditions | Yield |
---|---|
With hydrazine In acetone at -20℃; | A 42 % Spectr. B 42 % Spectr. C 58 % Spectr. |
2-acetyldibenzoylmethane
phenylhydrazine
A
acetic acid hydrazide
B
1,3-diphenylpropanedione
Conditions | Yield |
---|---|
In chloroform-d1 at 20℃; | A 100 % Spectr. B 100 % Spectr. |
A
acetic acid hydrazide
Conditions | Yield |
---|---|
With hydrazine |
N-Acetyl-D-glucosamine
A
acetic acid hydrazide
B
β-D-glucopyranosyl hydrazine
D
N-((1S,2R,3S,4R)-1-Hydrazonomethyl-2,3,4,5-tetrahydroxy-pentyl)-acetamide
Conditions | Yield |
---|---|
With hydrazine hydrate In water for 6h; Ambient temperature; |
N-Acetyl-D-glucosamine
A
acetic acid hydrazide
C
N-((1S,2R,3S,4R)-1-Hydrazonomethyl-2,3,4,5-tetrahydroxy-pentyl)-acetamide
Conditions | Yield |
---|---|
With hydrazine hydrate for 3h; Ambient temperature; | |
With hydrazine hydrate In water for 6h; Ambient temperature; |
A
acetic acid hydrazide
B
α-hydrazinophenylacetic acid
Conditions | Yield |
---|---|
With sulfuric acid at 22℃; Kinetics; Further Variations:; pH-values; Reagents; Hydrolysis; |
diethyl ether
N,N'-diacetylpiperazin-2,5-dione
hydrazine
A
Glycine anhydride
B
acetic acid hydrazide
Conditions | Yield |
---|---|
In cyclohexane at 55℃; for 16h; | 100% |
In hexane Reflux; | 93% |
In hexane for 4h; Heating; | 91% |
1-p-tolyl-3-phenylacetone
acetic acid hydrazide
Acetic acid [1-benzyl-2-p-tolyl-eth-(E)-ylidene]-hydrazide
Conditions | Yield |
---|---|
With acetic acid In methanol Heating; | 100% |
1-(4-bromophenyl)-3-phenyl-2-propanone
acetic acid hydrazide
Acetic acid [1-benzyl-2-(4-bromo-phenyl)-eth-(E)-ylidene]-hydrazide
Conditions | Yield |
---|---|
With acetic acid In methanol Heating; | 100% |
1-(4-methoxyphenyl)-3-phenylpropan-2-one
acetic acid hydrazide
Acetic acid [1-benzyl-2-(4-methoxy-phenyl)-eth-(E)-ylidene]-hydrazide
Conditions | Yield |
---|---|
With acetic acid In methanol Heating; | 100% |
4-(trifluoromethyl)phenylacetyl chloride
acetic acid hydrazide
Conditions | Yield |
---|---|
With acetic acid In methanol Heating; | 100% |
Conditions | Yield |
---|---|
With acetic acid In methanol Heating; | 100% |
methyl 4-[(tert-butoxycarbonyl)amino]-N-(4-chlorophenyl)piperidine-1-carbimidothioate
acetic acid hydrazide
tert-butyl {1-[4-(4-chlorophenyl)-5-methyl-4H-1,2,4-triazol-3-yl]piperidin-4-yl}carbamate
Conditions | Yield |
---|---|
Stage #1: methyl 4-[(tert-butoxycarbonyl)amino]-N-(4-chlorophenyl)piperidine-1-carbimidothioate; acetic acid hydrazide With trifluoroacetic acid In tetrahydrofuran; water for 7h; Heating / reflux; Stage #2: With ammonia In tetrahydrofuran; water | 100% |
ethyl 2-cyano-4,5-difluorophenylcarbamate
acetic acid hydrazide
8,9-difluoro-2-methyl-[1,2,4]triazolo[1,5-c]quinazolin-5(6H)-one
Conditions | Yield |
---|---|
In 1-methyl-pyrrolidin-2-one for 2h; Reflux; | 100% |
In 1-methyl-pyrrolidin-2-one for 2h; Reflux; |
3-Fluoro-4-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[5-(1,3-thiazol-2-yl)-1H-pyrrol-2-yl]phenoxy}benzoic acid
acetic acid hydrazide
N'-Acetyl-3-fluoro-4-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[5-(1,3-thiazol-2-yl)-1H-pyrrol-2-yl]phenoxy}benzohydrazide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20℃; Inert atmosphere; | 100% |
triethylammonium 3,4-bis(benzyloxy)-5-(ethoxycarbonyl)-1-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate
acetic acid hydrazide
ethyl 5-(2-acetylhydrazinecarbonyl)-3,4-bis(benzyloxy)-1-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; | 100% |
triethylammonium 3,4-bis(benzyloxy)-5-(ethoxycarbonyl)-1-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate
acetic acid hydrazide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; | 100% |
Conditions | Yield |
---|---|
With acetic acid In dimethyl sulfoxide at 20℃; for 1h; Inert atmosphere; | 100% |
With trifluoroacetic acid In methanol at 60℃; | 320 mg |
Conditions | Yield |
---|---|
With acetic acid In dimethyl sulfoxide at 20℃; for 1h; Inert atmosphere; | 100% |
5-amino-4-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid
acetic acid hydrazide
N'-acetyl-5-amino-4-methyl-1-phenyl-1H-pyrazole-3-carbohydrazide
Conditions | Yield |
---|---|
Stage #1: 5-amino-4-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid With N-ethyl-N,N-diisopropylamine; isobutyl chloroformate In dichloromethane at 20℃; for 1h; Stage #2: acetic acid hydrazide In dichloromethane at 20℃; for 18h; | 100% |
Stage #1: 5-amino-4-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid With N-ethyl-N,N-diisopropylamine; isobutyl chloroformate In dichloromethane at 20℃; for 1h; Stage #2: acetic acid hydrazide In dichloromethane at 20℃; for 18h; | 100% |
Stage #1: 5-amino-4-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid With N-ethyl-N,N-diisopropylamine; isobutyl chloroformate In dichloromethane at 20℃; for 1h; Stage #2: acetic acid hydrazide In dichloromethane at 20℃; for 18h; | 119 mg |
5-amino-4-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid
acetic acid hydrazide
isobutyl chloroformate
N'-acetyl-5-amino-4-methyl-1-phenyl-1H-pyrazole-3-carbohydrazide
Conditions | Yield |
---|---|
Stage #1: 5-amino-4-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid; isobutyl chloroformate With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Stage #2: acetic acid hydrazide In dichloromethane at 20℃; for 18h; | 100% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.5h; | 100% |
acetic acid hydrazide
Conditions | Yield |
---|---|
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℃; | 100% |
acetic acid hydrazide
Conditions | Yield |
---|---|
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℃; | 100% |
Conditions | Yield |
---|---|
In propan-1-ol for 24h; Heating; | 99% |
In water; dimethyl sulfoxide at 20℃; Solvent; | 91% |
Stage #1: salicylaldehyde; acetic acid hydrazide Schiff Reaction; Heating; Stage #2: With carbon tetrabromide In dimethylsulfoxide-d6 at 25℃; Catalytic behavior; Kinetics; Reagent/catalyst; Schiff Reaction; | 66% |
phthalic anhydride
acetic acid hydrazide
1-Acetyl-2-(o-carboxy-benzoyl)-hydrazin
Conditions | Yield |
---|---|
for 2h; Acylation; | 99% |
In tetrahydrofuran at 20℃; for 0.0833333h; Acylation; ring cleavage; |
Conditions | Yield |
---|---|
In dichloromethane for 0.5h; Reflux; | 99% |
In dichloromethane for 0.5h; Heating; |
4-methyl-3-(4-(pyridin-2-ylmethoxy)benzamido)benzoic acid
acetic acid hydrazide
N-(5-(2-acetylhydrazinecarbonyl)-2-methylphenyl)-4-(pyridin-2-ylmethoxy)benzamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide | 99% |
ethyl 4-(3,5-dichlorophenoxy)-3-oxobutanoate
acetic acid hydrazide
C12H10Cl2N2O3
Conditions | Yield |
---|---|
In ethanol at 20℃; for 7h; | 99% |
Conditions | Yield |
---|---|
In ethanol; water at 23℃; | 99% |
Conditions | Yield |
---|---|
In ethanol; water at 23℃; | 99% |
acetic acid methyl ester
acetic acid hydrazide
2-methyl-1,3,4-oxadiazol-5(4H)-one
Conditions | Yield |
---|---|
With phosgene; sodium hydrogencarbonate at 0℃; Sealed tube; Green chemistry; Large scale; | 99% |
acetic acid hydrazide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 23℃; for 16h; | 99% |
Boc-Trp-OH
acetic acid hydrazide
Conditions | Yield |
---|---|
Stage #1: Boc-Trp-OH 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 0.25h; Stage #2: acetic acid hydrazide at 20℃; for 18h; | 99% |
Reported in EPA TSCA Inventory.
The Acetyl hydrazide, with the CAS registry number 1068-57-1, is also known as 1-Methylformylhydrazine. Its molecular formula is C2H6N2O and classification codes are Carcinogens; Mutation data; Noxae. Moreover, it has the systematic name acetohydrazide and the product categories Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes; Pesticide Intermediates; Other Pesticides; Pesticide Intermediates; Herbicide Intermediates. However, this chemical should be kept cool and dry, away from oxides. What's more, it's metabolite of isoniazid in animals and humans.
Other characteristics of the Acetyl hydrazide can be summarised as followings: (1)ACD/LogP: -1.64; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.64; (4)ACD/LogD (pH 7.4): -1.64; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 3.05; (8)ACD/KOC (pH 7.4): 3.06; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 23.55 Å2; (13)Index of Refraction: 1.432; (14)Molar Refractivity: 18.47 cm3; (15)Molar Volume: 71.1 cm3; (16)Polarizability: 7.32×10-24cm3; (17)Surface Tension: 35.5 dyne/cm; (18)Density: 1.041 g/cm3; (19)Flash Point: 102.6 °C; (20)Enthalpy of Vaporization: 48.31 kJ/mol; (21)Boiling Point: 246 °C at 760 mmHg; (22)Vapour Pressure: 0.0279 mmHg at 25°C.
Production method of the Acetyl hydrazide: It could be obtained by the ethyl acetate and hydrazine hydrate in the presence of Al2O3. The reaction equation is as following: CH3COOC2H5 + NH2N2.H2O→CH3CONHNH2 + C2H5OH
Uses of the Acetyl hydrazide: It's important intermediates in organic synthesis, such as pyrazine ketones intermediates in pesticides, benzene and metribuzin intermediates in herbicide. It's mainly used for synthesis of nitric furosemide Long (nifuratrone) in medicine.
When you are using this chemical, please be cautious about it as the following: This chemical is harmful if swallowed. It's also irritating to eyes and skin.You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
1.SMILES: O=C(NN)C
2.InChI: InChI=1/C2H6N2O/c1-2(5)4-3/h3H2,1H3,(H,4,5)
3.InChIKey: OFLXLNCGODUUOT-UHFFFAOYAS
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
bird - wild | LD50 | oral | 42200ug/kg (42.2mg/kg) | Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983. | |
mouse | LD50 | intraperitoneal | 153mg/kg (153mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Journal of Pharmacology and Experimental Therapeutics. Vol. 122, Pg. 110, 1958. |
rabbit | LDLo | subcutaneous | 116mg/kg (116mg/kg) | ENDOCRINE: HYPOGLYCEMIA | Journal of Pharmacology and Experimental Therapeutics. Vol. 30, Pg. 87, 1927. |
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