| Identification | More | [Name]
Acethydrazide | [CAS]
1068-57-1 | [Synonyms]
ACETHYDRAZIDE ACETIC ACID HYDRAZIDE ACETIC HYDRAZIDE ACETOHYDRAZIDE ACETYLHYDRAZINE AKOS 90782 MONOACETYLHYDRAZINE N-ACETYL HYDRAZINE 374 Acetyl hydrazide acetylhydrazide acetyl-hydrazin ENT-61241 Ethanehydrazonic acid ethanehydrazonicacid Hydrazid kyseliny octove hydrazidkyselinyoctove Hydrazine, Acetyl- N-Acetyldiamine NSC 53155 | [EINECS(EC#)]
213-948-7 | [Molecular Formula]
C2H6N2O | [MDL Number]
MFCD00007610 | [Molecular Weight]
74.08 | [MOL File]
1068-57-1.mol |
| Chemical Properties | Back Directory | [Appearance]
White moist crystals and chunks | [Melting point ]
58-68 °C (lit.) | [Boiling point ]
129 °C/18 mmHg (lit.) | [density ]
1.0968 (rough estimate) | [refractive index ]
1.4264 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Flammables area | [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]
1068-57-1(EPA Substance) |
| Questions And Answer | Back Directory | [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].
|
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. R36/38:Irritating to eyes and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [RIDADR ]
1759 | [WGK Germany ]
1
| [RTECS ]
AI1225000
| [F ]
3-8-10 | [TSCA ]
Y | [HazardClass ]
6.1 | [PackingGroup ]
II | [HS Code ]
29280090 | [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,. | [Toxicity]
LD50 oral in bird - wild: 42200ug/kg |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
2-N-BUTOXYETHYL METHACRYLATE-->Acetamide,N-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)--->NSC45006-->2-butanone (1-methylpropylidene)hydrazone-->Hydrazinecarboxylic acid, 2-acetyl-, 1,1-dimethylethyl ester (9CI)-->3,6-Dithia-1,8-octanediol-->Ethyl acetimidate hydrochloride-->Dibenzoylmethane-->Benzoylacetone-->Acetamide | [Preparation Products]
2-Mercapto-5-methyl-1,3,4-thiadiazole-->5-Methyl-1,3,4-oxadiazol-2(3H)-one-->FlubroMazolaM-->2-Amino-5-methyl-1,3,4-thiadiazole-->Ethyl 5-Methyl-1,3,4-thiadiazole-2-carboxylate-->Methylamine nitrate-->5-METHYL-1,3,4-OXADIAZOL-2-YLAMINE-->(R)-(-)-tert-Butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate |
| Hazard Information | Back Directory | [Chemical Properties]
White moist crystals and chunks | [Uses]
Acetohydrazide is a metabolite of Isoniazid (I821450) an antibiotic for treatment of Mycobacterium tuberculosis, inhibits mycolic acid biosynthesis. | [Definition]
ChEBI: A carbohydrazide that is hydrazine in which one of the hydrogens is replaced by an acetyl group. | [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. |
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