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16182-04-0

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16182-04-0 Usage

Chemical Properties

Light Yellow Oil

Uses

Different sources of media describe the Uses of 16182-04-0 differently. You can refer to the following data:
1. Versatile reagent for organic synthesis.Ethoxycarbonyl isothiocyanate is used as a building block in the synthesis of various heterocycles. It is also used for the synthesis of 1,2,4-oxadiazolidine-3,5-dione. It is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.
2. Ethoxycarbonyl isothiocyanate has been used in the synthesis of:pyrazolo[1,5-a][1,3,5]triazine derivatives, potential inhibitors of protein kinase CK2fused thiophene derivatives, having antibacterial and antifungal activities4-thiouracil derivativesthiocarbamides from stannylarenes1,3,5-triazin-2-one-4-thiones from 2-amino-2-oxazolines N-acylthioureas from aminodeoxy sugars

Application

Ethoxycarbonyl isothiocyanate reacts with 2-amino-tetrahydrobenzo[b]thiophene derivatives to yield tetrahydrobenzo[b]thiophen-2-thiourea derivatives.Ethoxycarbonyl isothiocyanate has been used in the synthesis of:pyrazolo[1,5-a][1,3,5]triazine derivatives, potential inhibitors of protein kinase CK2fused thiophene derivatives, having antibacterial and antifungal activities4-thiouracil derivativesthiocarbamides from stannylarenes1,3,5-triazin-2-one-4-thiones from 2-amino-2-oxazolinesN-acylthioureas from aminodeoxy sugars

Synthesis Reference(s)

Using Schiff base as a phase transfer catalyst, ethoxycarbonyl isothiocyanate was synthesized by reacting ethyl chloroformate with sodium thiocyanate. www.semanticscholar.org

General Description

Ethoxycarbonyl isothiocyanate reacts with 2-amino-tetrahydrobenzo[b]thiophene derivatives to yield tetrahydrobenzo[b]thiophen-2-thiourea derivatives.

Hazard

Lachrymator.

Check Digit Verification of cas no

The CAS Registry Mumber 16182-04-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,1,8 and 2 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 16182-04:
(7*1)+(6*6)+(5*1)+(4*8)+(3*2)+(2*0)+(1*4)=90
90 % 10 = 0
So 16182-04-0 is a valid CAS Registry Number.
InChI:InChI=1/C4H5NO2S/c1-2-7-4(6)5-3-8/h2H2,1H3

16182-04-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (L00911)  Ethoxycarbonyl isothiocyanate, 97%   

  • 16182-04-0

  • 5g

  • 455.0CNY

  • Detail
  • Alfa Aesar

  • (L00911)  Ethoxycarbonyl isothiocyanate, 97%   

  • 16182-04-0

  • 25g

  • 1543.0CNY

  • Detail
  • Aldrich

  • (196126)  Ethoxycarbonylisothiocyanate  98%

  • 16182-04-0

  • 196126-5G

  • 512.46CNY

  • Detail
  • Aldrich

  • (196126)  Ethoxycarbonylisothiocyanate  98%

  • 16182-04-0

  • 196126-25G

  • 1,532.12CNY

  • Detail

16182-04-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethoxycarbonyl Isothiocyanate

1.2 Other means of identification

Product number -
Other names Ethoxycarbonyl Mustard Oil

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:16182-04-0 SDS

16182-04-0Relevant articles and documents

Lipid membrane adhesion and fusion driven by designed, minimally multivalent hydrogen-bonding lipids

Ma, Mingming,Gong, Yun,Bong, Dennis

, p. 16919 - 16926 (2009)

Cyanuric acid (CA) and melamine (M) functionalized lipids can form membranes that exhibit robust hydrogen-bond driven surface recognition in water, facilitated by multivalent surface clustering of recognition groups and variable hydration at the lipid-water interface. Here we describe a minimal lipid recognition cluster: three CA or M recognition groups are forced into proximity by covalent attachment to a single lipid headgroup. This trivalent lipid system guides recognition at the lipid-water interface using cyanurate-melamine hydrogen bonding when incorporated at 0.1-5 mol percent in fluid phospholipid membranes, inducing both vesicle-vesicle binding and membrane fusion. Fusion was accelerated when the antimicrobial peptide magainin was used to anchor trivalent recognition, or when added exogenously to a preassembled lipid vesicle complex, underscoring the importance of coupling recognition with membrane disruption in membrane fusion. Membrane apposition and fusion were studied in vesicle suspensions using light scattering, FRET assays for lipid mixing, surface plasmon resonance, and cryo-electron microscopy. Recognition was found to be highly spatially selective as judged by vesicular adhesion to surface patterned supported lipid bilayers (SLBs). Fusion to SLBs was also readily observed by fluorescence microscopy. Together, these studies indicate effective and functional recognition of trivalent phospholipids, despite low mole percentage concentration, solvent competition for hydrogen bond donor/acceptor sites, and simplicity of structure. This novel designed molecular recognition motif may be useful for directing aqueous-phase assembly and biomolecular interactions.

Visualized detection of melamine in milk by supramolecular hydrogelations

Zhang, Jianwu,Ou, Caiwen,Shi, Yang,Wang, Ling,Chen, Minsheng,Yang, Zhimou

, p. 12873 - 12876 (2014)

We reported a visualized detection system for melamine based on supramolecular dydrogelations.

Fusion reactions of N-heterocyclic moieties to thiopyrano[4′,3′:4,5]thieno[2,3-d]pyrimidines

Ahmed, Essam K.,Froehlich, Johannes,Sauter, Fritz

, p. 147 - 154 (1996)

Derivatives of the novel heterocyclic parent systems imidazolo[1,2-a]thiopyrano[4′,3′:4,5]thieno[2,3-d]-pyrimidine (B) and thiopyrano[4′,3′:4,5]thieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine (C) have been synthesized by fusing pyrimidine moieties to 2-amino-4,7-dihydro-5H-thieno[2,3-c]thiopyran-3-car-boxylic acid ethyl ester (1) and -3-carbonitrile (10), followed by cyclization reactions of the title intermediates A thus obtained.

Structural, Hirshfeld surface and in?vitro cytotoxicity evaluation of five new N-aryl-N’-alkoxycarbonyl thiocarbamide derivatives

Pandey, Sunil K.,Pratap, Seema,Rai, Sunil K.,Marverti, Gaetano

, p. 812 - 820 (2020)

Five new compounds, N-(2, 4-dichlorophenyl)-N’-(methoxycarbonyl) thiocarbamide (1), N-(2, 4-dichlorophenyl)-N’-(ethoxycarbonyl) thiocarbamide (2), N-(2, 4-dichlorophenyl)-N’-(2, 2, 2-trichloroethoxycarbonyl) thiocarbamide (3), N-(2,4-dichlrophenyl)-N’-(pentoxycarbonyl) thiocarbamide (4) and N-(4-nitrophenyl)-N’-(pentoxycarbonyl) thiocarbamide (5), have been synthesized by the reaction of various alkoxy chloroformates with 2, 4-dichloroaniline/4-nitroaniline.The molecular structures of the compounds were elucidated by using spectroscopic methods (FT-IR, 1H and 13C NMR) and single-crystal X-ray structure analysis of compounds 2 and 5. Antiperiplanar orientation of C = O and C = S group across C–N bonds of thiocarbamide core may be due to the presence of intramolecular (N–H···O–C) hydrogen bond in the crystal structure of both the compounds. The presence of intermolecular interactions (C–H···S, C–H···O and N–H···S) in the molecular structure of the compounds has been studied in detail using Hirshfeld surfaces and their associated two-dimensional fingerprint plots. In vitro cytotoxicity screening of the synthesized compounds evaluated on a panel of seven human cancer cell lines (cervical carcinoma (2008, C13*), colorectal (HT29 and HCT116) and ovarian carcinoma (A2780, A2780/CP and IGROV-1)) demonstrated significant inhibitory properties.

Preparation process of alkoxycarbonyl thiourea

-

Paragraph 0025-0026; 0028-0029, (2021/01/24)

The invention relates to a preparation process of alkoxycarbonyl thiourea. The process comprises the following steps: 1, preparing alkoxycarbonyl isothiocyanate by using chloroformate and thiocyanateas raw materials; and 2, adding an aqueous solution of an amine compound to the bottom of a reaction kettle, slowly dropwise adding the alkoxycarbonyl isothiocyanate prepared in the step 1, controlling the dropwise adding temperature at 0-50 DEG C, continuously heating to 60-90 DEG C after the dropwise adding is completed, and standing for layering to obtain an organic phase product. According tothe preparation process of the alkoxycarbonyl thiourea, the feeding mode is changed, and production operation control is better facilitated; the heat release rate of the alkoxycarbonyl thiourea synthesis reaction is favorably reduced; safe production is facilitated; and no flammable and explosive organic solvent with high cost and large pollution is used. The process is simple to operate, and is more beneficial to industrial production control operation, so that safe production of the alkoxycarbonyl thiourea is realized.

Synthesis, crystal structure and herbicidal activity of a series of [1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide compounds

Ma, Yi-Chao,Yu, Ying-Hui,Hou, Guang-Feng,Huang, Ji-Han,Gao, Jin-Sheng

, p. 829 - 843 (2016/07/06)

With the aim of obtaining efficient, safe and environmentally friendly green herbicide, a series of [1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide compounds (8a-8f) were synthesized by reacting 2-amino-5,7-(bis-substituted)- 1,2,4-triazolo[1,5-a]pyrimidine (4a and 4b) with 2-substituted-6-trifluoromethyl-benzenesulfonyl chloride (7a-7c). And their structures were characterized by H-NMR, C-NMR, HRMS, FTIR, single-crystal X-ray diffraction, elemental analysis. Moreover, their herbicidal activities against six species of weeds were evaluated. Three target compounds such as 8a, 8c and 8e, exhibited significant postemergence herbicidal activity against some common dicotyledons and monocotyledons under different concentrations. The structure and activity relationship is discussed based on the herbicidal performances of the compounds with different substituents. The investigation results indicated that the above structures could serve as lead compounds for the development of new herbicides.

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