Acethydrazide Chemical Properties

Melting point:

58-68 °C (lit.)

Boiling point:

129 °C/18 mmHg (lit.)

Density 

1.0968 (rough estimate)

refractive index 

1.4264 (estimate)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Moist Crystals and Chunks

pka

13.46±0.18(Predicted)

color 

White

Water Solubility 

soluble

Sensitive 

Hygroscopic

BRN 

506165

InChIKey

OFLXLNCGODUUOT-UHFFFAOYSA-N

CAS DataBase Reference

1068-57-1(CAS DataBase Reference)

NIST Chemistry Reference

Acetic acid, hydrazide(1068-57-1)

EPA Substance Registry System

Acetic acid hydrazide (1068-57-1)

Safety Information

Hazard Codes 

Xn,T

Risk Statements 

22-36/38-68-40-25

Safety Statements 

26-36-45-36/37

RIDADR 

1759

WGK Germany 

1

RTECS 

AI1225000

F 

3-8-10

TSCA 

Y

HazardClass 

6.1

PackingGroup 

II

HS Code 

29280090

Toxicity

LD50 oral in bird - wild: 42200ug/kg

MSDS

• Language:English Provider:Acethydrazide
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Acethydrazide Usage And Synthesis

Description

Acethydrazide is an essential organic intermediate mainly used to synthesize nifuratrone in the pharmaceutical industry. It belongs to the hydrazine/hydrazone group, which plays an important role in the anti-microbial activity. Recently, Acethydrazide has gained significant importance due to its anti-tuberculosis activity. A disease caused by parasites represents a major world health problem with limited therapeutic options. Acethydrazide was synthesized from the reaction between ethyl acetate and hydrazine hydrate in methanol solvent and purified[1-2].

Chemical Properties

White moist crystals and chunks

Uses

Acetic hydrazide is used as an antibiotic for the treatment of mycobacterium tuberculosis. It is also involved in the preparation of sunitinib b reacting with 5-fluoroisatin. Further, it inhibits mycolic acid biosynthesis. It serves as an important intermediate in organic synthesis such as nitric furosemide Long (nifuratrone) in medicine.
Acethydrazide can be used in the synthesis of (E)-N′-(2-hydroxybenzylidene)acetohydrazide, an ONO pincer ligand.

Definition

ChEBI: A carbohydrazide that is hydrazine in which one of the hydrogens is replaced by an acetyl group.

Safety Profile

Poison by ingestion, subcutaneous, and intraperitoneal routes. Mutation data reported. Exposure can cause hemolysis and liver damage. See also PHENYLHYDRAZINE. When heated to decomposition it emits toxic fumes of NOX,.

Synthesis

A kind of preparation method of acethydrazide include the following steps: Under nitrogen protection, by acetic acid, hydrazine hydrate It is put into catalyst in the reaction kettle with rectifying column, opens stirring, be heated to reflux, after steam enters rectifying column, Vapor are produced in tower top temperature for 98 DEG C~100 DEG C, when reaction 4~6 is small at a reflux temperature, when rectifying tower top frozen-free current Reaction terminates after going out, and continues heating distillation, and the acetic acid and hydrazine hydrate of reaction are had neither part nor lot in 100 DEG C~120 DEG C extraction of tower top temperature, After acetic acid and hydrazine hydrate are all steamed, liquid in kettle is poured out into filtering while hot, filtrate is through crystallisation by cooling, pure water, very Acethydrazide finished product is obtained after sky is dry.

Purification Methods

Acetic hydrazide crystallises as needles from EtOH. It reduces NH3/AgNO3. [Beilstein 2 H 191, 2 IV 435.]

References

[1] S. Nzikayel, A. Ec, Akpan Ij. “Synthesis, FTIR and Electronic Spectra Studies of Metal (II) Complexes of Acethydrazide Derivative.” Medicinal Chemistry 8 1 (2018): 26–28.
[2] S. Pakdehi, A. S. Moghaddam, M. Sohrabi. “Liquid phase hydrogenation of acethydrazone to N’-methyl acethydrazide over Pd/γ-Al2O3 catalyst.” Brazilian Journal of Chemical Engineering 27 1 (2010): 145–152.

Acethydrazide(1068-57-1)Related Product Information

• Acetylcholine
• Acetylsalicylic acid
• Acetyl chloride
• Acetaminophen
• Acetylspiramycin
• Acetylacetone
• Ethyl 2-(Chlorosulfonyl)acetate
• Maleic hydrazide
• Acetyl tributyl citrate
• Ethyl levulinate
• antioxidant 1024
• 1-Acetyl-2-phenylhydrazine
• Ascoric Acid
• Acetic anhydride
• Daminozide
• 4-BENZOYL-3-METHYL-1-PHENYL-5-PYRAZOLINONE
• N,N'-DIBENZOYLHYDRAZINE
• Phenidone