4114-31-2

Usage

Uses

1. Used in Pharmaceutical Industry:
Ethyl carbazate is used as a synthetic intermediate for the preparation of various pharmaceutical compounds. Its ability to react with different reagents makes it a versatile building block in the synthesis of drugs.
2. Used in Chemical Synthesis:
Ethyl carbazate is used as a synthetic intermediate for the preparation of 4-phenylurazole, which can be further oxidized to yield 4-phenyl-1,2,4-triazole-3,5-dione. Ethyl carbazate is essential in the development of various chemical products.
3. Used in Analytical Chemistry:
Ethyl carbazate is used as a synthetic intermediate in the modification of procedures to isolate analytically pure monoalkylhydrazine hydrochlorides in greater than 90% yield, starting from a ketone or aldehyde.
4. Used in Organic Chemistry:
Ethyl carbazate is used in the treatment of primary amines with chloroamine or hydroxylamine-O-sulfonic acid, as well as in the condensation of a carbonyl compound with ethyl carbazate to form various organic compounds.
5. Used in Catalyst Synthesis:
Ethyl carbazate is used in the FeCl3-catalyzed reaction to produce β-hydroxyester in better yield, showcasing its utility in enhancing the efficiency of chemical reactions.
6. Used in Synthesis of 5-aryl-2,4-dihydro-3H-1,2,4-triazol-3-ones:
Ethyl carbazate is used in a one-pot neat synthesis of some 5-aryl-2,4-dihydro-3H-1,2,4-triazol-3-ones through cyclocondensation with aryl nitriles, catalyzed by DMAP as an efficient and basic nucleophilic catalyst. This application highlights its role in the synthesis of complex organic compounds.

Hazard

Irritant.

Purification Methods

Fractionate the carbazate using a Vigreux column (p 11) until the distillate crystallises [Allen & Bell Org Synth Coll Vol III 404 1955, Beilstein 3 IV 174].

InChI:InChI=1/C3H8N2O2/c1-2-5(4)3(6)7/h2,4H2,1H3,(H,6,7)/p-1

Upstream product

• 22012-90-4 nitrosourethane 
• 626-37-9 N-nitrourethane 
• 3206-31-3 tris(ethoxycarbonyl)amine 
• 541-41-3 chloroformic acid ethyl ester 
• 64-19-7 acetic acid 
• 105-58-8 Diethyl carbonate 
• 36133-63-8 N'-dichloromethylene-hydrazine-N,N-dicarboxylic acid diethyl ester 
• 58277-23-9 7-ethoxycarbonylamino-8-methyl-[1,3]dioxolo[4,5-g]quinazolinium betaine 
• 109-73-9 N-butylamine 
• 7803-57-8 hydrazine hydrate 
• 7647-01-0 hydrogenchloride 
• 101350-66-7 fluoren-9-ylidene-carbazic acid ethyl ester 
• 10203-17-5 fluoren-9-ylidene-hydrazine-N,N-dicarboxylic acid diethyl ester 
• 7732-18-5 water 

Downstream Products

• 116056-07-6 2,5,6,7-tetrahydro-pyrrolo[2,1-c][1,2,4]triazol-3-one 
• 118801-67-5 5,6,7,8-tetrahydro-1,2,4-triazolo<4,3-a>pyridin-3(2H)-one 
• 27182-43-0 3-oxo-6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepine 
• 5407-77-2 (5-nitro-furan-2-ylmethylene)-hydrazinecarboxylic acid ethyl ester 
• 4114-28-7 diethyl hydrazodicarboxylate 
• 35558-93-1 (2-chloro-benzylidene)-carbazic acid ethyl ester 
• 103988-10-9 3-p-tolylthiocarbamoyl-carbazic acid ethyl ester 
• 114841-79-1 3-benzylthiocarbamoyl-carbazic acid ethyl ester 
• 78266-66-7 (4-hydroxy-benzylidene)-carbazic acid ethyl ester 
• 17696-94-5 ethyl 2-(tert-butylcarbamoyl)hydrazine-1-carboxylate 
• 38110-48-4 3-phenylthiocarbamoyl-carbazic acid ethyl ester 
• 119416-47-6 3-(4-chloro-phenylthiocarbamoyl)-carbazic acid ethyl ester 
• 102008-53-7 3,3-bis-(4-methyl-benzyl)-carbazic acid ethyl ester 
• 55401-89-3 cyclopentanone-ethoxycarbonylhydrazone 

Relevant academic research and scientific papers

On triazoles. XXXIV. The correct structure of the ethoxycarboxylated 5-amino-1H-1,2,4-triazole and its product with hydrazine

The structure of the ethoxycarboxylated product of 5-amino-1H-1,2,4-triazole and its hydrazide was corrected using their ir, pmr, cmr and mass spectra.

Design and synthesis of novel cylopentapyrazoles bearing 1,2,3-thiadiazole moiety as potent antifungal agents

In drug-resistant phytopathogenic fungi, there has been extensive research on microbiological and antifungal drug development. In this study, a novel series of cylopentapyrazole bearing a 1,2,3-thiadiazole ring 2a-e were designed and synthesized according to the principle of combination of bioactive structures. Thus, we have employed a [3 + 2] cycloaddition with 4-methyl-[1,2,3] thiadiazole-5-carboxylic acid hydrazones 1a-e and cyclopentadiene ring. Novel synthesized compounds were identified with IR, 1H and 13C NMR, mass spectrometry and elemental analysis then, antifungal activities were assayed. Based on our study, a combination of the compounds 1a and 2b possess remarkable antifungal activity against Botrytis cinerea AHU 9424 with 100% inhibition. EC50 values were calculated by studying different doses in combinations with high inhibition rates. The combination of 1a + 2b has an EC50 value at 6.37 and 13.85 μg/ml concentrations against B. cinerea and F. culmorum, respectively. The combination of compound 1a + 2b, having a cylopentapyrazole ring on the 1,2,3-thiadiazole backbone, shows promising fungicidal activity and deserves further development. Additionally, the homology model of the CYP51 enzyme that belongs to Fusarium moniliforme was generated using CYP51B (PDB ID: 6CR2), and molecular docking was performed using this homology model for each compound. The results of this study clearly indicate that these novel compounds can be identified as promising lead compounds and potential fungicidal agents in future.

A METHOD FOR PRODUCING POTASSIUM 1,1 -DINITRAMINO-5,5-BISTETRAZOLATE AND EXPLOSIVE COMPOSITIONS COMPRISING SAID SALT

A method of producing K2DNABT wherein a biztetrazole intermediate is nitrated using a nitrating agent selected from the following: dinitronium disulphate; a mixture of nitric acid and sulfuric acid; a mixture of nitric acid and phosphorous pentoxide; and nitric acid with acetic anhydride.

Palladium-Catalyzed Oxidative C–H Alkoxycarbonylation of Arenes with Alkylcarbazates Directed by N-Heterocyclic Substituents

With alkyl carbazates as the green ester source, a novel palladium-catalyzed oxidative free radical carbonylative transformation of the C–H bond on aromatic rings to produce esters has been developed. Good yields of the corresponding products have been obtained with wide functional group tolerance and excellent regioselectivity. A variety of alkyl carbazates are found to be suitable reactants for the ortho-alkoxycarbonylation on the aromatic ring.

1. 2, 3 - thiadiazole - 5 - a amidine compound synthesis method

The invention discloses a novel method for synthesizing a 1,2,3-thiadiazole-5-formamidine compound. The target compound shown in general formula TDCA is prepared from a compound as shown in general formula M by virtue of a methylation reaction. The target component as shown in the general formula M is prepared from a compound as shown in general formula A and a compound as shown in general formula N by virtue of a condensation reaction, wherein during the methylation reaction, preferably, a catalyst is an organic metallic catalyst consisting of cuprous iodide and a ligand, namely 2,2,6,6-tetramethyl-3,5-heptadione; during the reaction, preferably, dimethylbenzene is taken as a solvent, and the optimum reaction temperature is 100-140 DEG C. The method disclosed by the invention is high in yield and more environment-friendly (as shown in Specification).

guan Huanfa synthetic multi-nitrogen heterocyclic ring sai oxadiazole - 5 - a amidine compounds

The invention discloses an N-trisubstituted-1,2,3-thiadiazoles-5-formamidine target compound of which the general formula is TDCA. The N-trisubstituted-1,2,3-thiadiazoles-5-formamidine target compound is obtained from an M compound through a cyclization reaction. The new synthetizing method is high in yield, catalysts are easy to prepare, the catalysts are low in cost, phosphoric waste water is less, and the multi-nitrogen heterocycle thiadiazoles-5-formamidine compound is environment-friendly. (As shown in the Description).

Three nitrogen heterocycle containing 1, 2, 3 - thiadiazole - 5 - a amidine compounds and synthesis

The invention discloses an N-trisubstituted-1,2,3-thiadiazole-5-formamidine compound with three aromatic rings of general formula TDCA and a synthesis method of N-trisubstituted-1,2,3-thiadiazole-5-formamidine compound. The target compound of general formula TDCA is obtained by reacting a compound of general formula B and a compound of general formula A, wherein references of X and Y in the general formula A are the same as those in the general formula TDCA.

Synthesis, Crystal Structure, and Biological Activity of Some Novel Sulfoxide Compounds Containing 1,2,3-Thiadiazole Moiety

Some new sulfoxide compounds containing 1,2,3-thiadiazole moiety were synthesized from diethyl carbonate and hydrazine hydrate by multi-step reactions. Their structures were confirmed by NMR, MS, and elemental analysis. One of the title compounds, 5-(4-cyclopropyl-5-((3-fluorobenzyl)sulfinyl)-4H-1,2,4-triazol-3-yl)-4-methyl-1,2,3-thiadiazole (C15H14FN5OS2), was structurally determined by a single crystal X-ray diffraction study. The biological activity of the title compound was determined, and the results showed that it displays moderate biological activities.

Synthesis and biological activity of acylthiourea derivatives contain 1,2,3-thiadiazole and 1,3,4-thiadiazole

In order to investigate the biological activity of novel thiourea compounds, some novel 1,2,3-thiadiazole derivatives containing 1,3,4-thiadiazole were synthesized under phase transfer catalyzed condition(PEG-600)by multi-step reactions. The chemical structures of all compounds were established by 1H NMR, FTIR, MS, and elemental analysis, and some of these compounds were investigated for fungicidal activity and plant growth regulatory activity. The bioassay results indicated that some of these compound exhibited moderate activities.

Synthesis and antifungal activity of 1,2,3-thiadiazole derivatives containing 1,3,4-thiadiazole moiety

A series of 4-methyl-N-(5-substituted-1 3,4-thiadiazol-2-yl)-1,2,3- thiadiazole-5-carboxamide 6a~6j. The chemical structures were confirmed by 1H NMR, FTIR, MS, and elemental analysis. All the compounds were investigated for antifungal activity. The antifungal activity results indicated that compound 6a exhibited good activities against C. arachidicola. It can be compared with the commercial drug. The compounds 6e, 6f, 6i, 6j exhibited moderate activity.