Ethyl carbazate

Base Information

• Chemical Name: Ethyl carbazate
• CAS No.: 4114-31-2
• Deprecated CAS: 343926-01-2
• Molecular Formula: C3H8N2O2
• Molecular Weight: 104.109
• Hs Code.: 29280090
• European Community (EC) Number: 223-903-3
• NSC Number: 52663,2277
• DSSTox Substance ID: DTXSID1063308
• Nikkaji Number: J2.206C
• Wikidata: Q72473447
• Mol file: 4114-31-2.mol

Synonyms:Ethyl carbazate;4114-31-2;Ethyl hydrazinecarboxylate;Hydrazinecarboxylic acid, ethyl ester;Carbethoxyhydrazine;Ethylcarbazate;Ethyl carbazinate;ethoxycarbohydrazide;Carboethoxyhydrazine;Monocarbethoxyhydrazine;ethyl N-aminocarbamate;N-(Carbethoxy)hydrazine;1-(Carbethoxy)hydrazine;(Ethoxycarbonyl)hydrazide;(Ethoxycarbonyl)hydrazine;Ethyl hydrazinocarboxylate;N-(Ethoxycarbonyl)hydrazine;1-(Ethoxycarbonyl)hydrazine;CARBAZIC ACID, ETHYL ESTER;1-Carbethoxy hydrazine;Ethoxycarbonyl hydrazide;Ethoxycarbonylhydrazine;NSC 2277;NSC 52663;ethylhydrazinecarboxylate;(Monocarbethoxy)hydrazine;EINECS 223-903-3;MFCD00007595;BRN 0878265;AI3-06208;Carbazic Acid Ethyl Ester;WLN: ZMVO2;4-03-00-00174 (Beilstein Handbook Reference);ethyl hydrazinoformate;Carbazinic acid ethyl;Ethoxy Formyl Hydrazine;Ethyl carbazate, 97%;ethylhydrazine carboxylate;ethyl hydrazine-carboxylate;hydrazinoformicacid ethylester;hydrazinoformic acid ethylester;SCHEMBL170635;hydrazinoformic acid ethyl ester;DTXSID1063308;VYSYZMNJHYOXGN-UHFFFAOYSA-;NSC2277;N-amino-carbamic acid ethyl ester;AMY23328;hydrazinecarboxylic acid ethyl ester;Hydrazinocarboxylic acid ethyl ester;NSC-2277;NSC52663;STR03390;BBL027647;NSC-52663;STL185589;AKOS000119588;CS-W008412;LS-51629;FT-0627116;EN300-20511;D77690;A825450;W-106317;F0001-1162;Z104478458

Chemical Property of Ethyl carbazate

Chemical Property:

• Appearance/Colour: white crystals
• Vapor Pressure: 0.0399mmHg at 25°C
• Melting Point: 44-47 °C(lit.)
• Refractive Index: 1.4715 (estimate)
• Boiling Point: 215.75 °C at 760 mmHg
• PKA: 10.72±0.20(Predicted)
• Flash Point: 90.121 °C
• PSA: 64.35000
• Density: 1.107 g/cm³
• LogP: 0.69740
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Very soluble in water.
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 104.058577502
• Heavy Atom Count: 7
• Complexity: 64

Purity/Quality:

99% ^*data from raw suppliers

Ethyl Carbazate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 36/37/38-25
• Safety Statements: 26-36-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NN
• Uses: Synthetic intermediate. Prepare 4-phenylurazole from ethyl carbazate and then oxidize the urazole with gaseous dinitrogen tetroxide to yield 4-phenyl-1,2,4-tri- azoline-3,5-dione la. Modification of the ethyl carbazate procedure in which analytically pure monoalkylhydrazine hydrochlorides were isolated in greater than 90% yield, starting from a ketone or aldehyde. Treatment of primary amines is with chloroamine or hydroxylamine-0-sulfonic acid and the condensation of a carbonyl compound with ethyl carbazate. The FeCl 3 -catalyzed reaction of ethyl carbazate (2 b) proceeded readily to give β-hydroxyester 3 b in better yield. A new one-pot neat synthesis of some 5-aryl-2,4-dihydro-3H-1,2,4-triazol-3-ones through cyclocondensation of ethyl carbazate with aryl nitriles catalyzed by DMAP as an efficient and basic nucleophilic catalyst is described.

Technology Process of Ethyl carbazate

There total 28 articles about Ethyl carbazate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

Diethyl carbonate (105-58-8,76619-83-5) → ethylhydrazine carboxylate (4114-31-2)

Guidance literature:

With hydrazine hydrate; In ethanol; at 50 ℃; for 0.333333h;

DOI:10.2174/1570180811666140423222141

Reference yield: 85.0%

chloroformic acid ethyl ester (541-41-3) → ethylhydrazine carboxylate (4114-31-2)

Guidance literature:

With hydrazine hydrate;

Reference yield: 56.0%

7-ethoxycarbonylamino-8-methyl-[1,3]dioxolo[4,5-g]quinazolinium betaine (58277-23-9) → 2-amino-4,5-methylenedioxy-acetophenone (28657-75-2) + ethylhydrazine carboxylate (4114-31-2) + 7-Butyl-7H-[1,3]dioxolo[4,5-g]quinazolin-8-one (68358-39-4)

Guidance literature:

In various solvent(s); for 25h; Irradiation;

upstream raw materials:

nitrosourethane

N-nitrourethane

tris(ethoxycarbonyl)amine

chloroformic acid ethyl ester

Downstream raw materials:

2,5,6,7-tetrahydro-pyrrolo[2,1-c][1,2,4]triazol-3-one

3-oxo-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine

diethyl hydrazodicarboxylate

3-p-tolylthiocarbamoyl-carbazic acid ethyl ester

Refernces

• 1、 Giray, Betül,Karada?, Ay?e Esra,?pek, ?zgecan ?avlu?,Pekel, Hanife,Güzel, Mustafa,Kü?ük, Hatice Ba?p?nar. "Design and synthesis of novel cylopentapyrazoles bearing 1,2,3-thiadiazole moiety as potent antifungal agents". supporting information. . Retrieved 2019/12/30.
• 2、 Yogesh Kumar, Gujjenahalli Ramalingaiah,Begum, Noor Shahina. "Palladium-Catalyzed Oxidative C–H Alkoxycarbonylation of Arenes with Alkylcarbazates Directed by N-Heterocyclic Substituents". supporting information. p. 4698 - 4704. Retrieved 2020/07/04.