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931-53-3

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931-53-3 Usage

Chemical Properties

colourless liquid

Uses

Cyclohexyl Isocyanide can be used as novel arginase inhibitors to treat diseases.

Preparation

CAUTION: Use a well-ventilated hood and take all precautions before using phosgene.To a flask equipped as in Preparation 3-1 is added 1.27 kg (10.0 moles) of N-cyclohexylformamide, 3.20 liters of triethylamine, and 4.50 liters of methylene chloride. The solution is stirred while phosgene is rapidly added (300-400 gm/hr) to cause vigorous refluxing. Refluxing ceases after 1.04 kg (10.2 moles) of phosgene have been added and the addition is stopped. The reaction mixture is cooled to 22-25°C, 400 gm (23.5 moles) of ammonia gas added over a period of 1-2 hr, the mixture filtered then concentrated under reduced pressure, and the residue distilled to afford 955 gm (88%), b.p. 67-72°C (14 mm Hg).

General Description

Cyclohexyl isocyanide reacts with dimethyl acetylenedicarboxylate to give a mixture of cyclopenta[b]pyridine derivatives, azaspirononatriene derivative and the azabicyclononatriene. It reacts with dialkyl acetylenedicarboxylates to form 1:1 intermediate which on facile addition to 1-benzylisatin and tryptantrin yields highly functionalized novel unsaturated γ-spiroiminolactones.

Check Digit Verification of cas no

The CAS Registry Mumber 931-53-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,3 and 1 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 931-53:
(5*9)+(4*3)+(3*1)+(2*5)+(1*3)=73
73 % 10 = 3
So 931-53-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H11N/c1-8-7-5-3-2-4-6-7/h7H,2-6H2

931-53-3 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • TCI America

  • (C1438)  Cyclohexyl Isocyanide  >98.0%(GC)

  • 931-53-3

  • 1g

  • 390.00CNY

  • Detail
  • TCI America

  • (C1438)  Cyclohexyl Isocyanide  >98.0%(GC)

  • 931-53-3

  • 5g

  • 990.00CNY

  • Detail
  • Aldrich

  • (133302)  Cyclohexylisocyanide  98%

  • 931-53-3

  • 133302-1G

  • 463.32CNY

  • Detail
  • Aldrich

  • (133302)  Cyclohexylisocyanide  98%

  • 931-53-3

  • 133302-5G

  • 1,146.60CNY

  • Detail

931-53-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name cyclohexyl isocyanide

1.2 Other means of identification

Product number -
Other names Cyclohexyl Isocyanide

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:931-53-3 SDS

931-53-3Relevant articles and documents

One-Pot Synthesis of Thiocarbamates

Barther, Dennis,Malliaridou, Triantafillia,Meier, Michael A. R.,Moatsou, Dafni,Waibel, Kevin A.

supporting information, p. 4508 - 4516 (2021/08/30)

An efficient isocyanide-based synthesis of S-thiocarbamates was discovered and thoroughly investigated. The new reaction protocol is a one-pot procedure and allows the direct conversion of N-formamides into thiocarbamates by initial dehydration with p-toluene sulfonyl chloride to the respective isocyanide and subsequent addition of a sulfoxide component. Contrary to recent literature, which also uses isocyanides as starting material, but with other sulfur reagents than sulfoxides, in this protocol, no isolation and purification of the isocyanide component is necessary, thus significantly decreasing the environmental impact and increasing the efficiency of the synthesis. The new protocol was applied to synthesize a library of sixteen thiocarbamates, applying four N-formamides and four commercially available sulfoxides. Furthermore, experiments were conducted to investigate the reaction mechanism. Finally, four norbornene-based thiocarbamate monomers were prepared and applied in controlled ring-opening metathesis polymerization (ROMP) reactions. The polymers were characterized by size-exclusion chromatography (SEC) and their properties were investigated utilizing differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA).

Facile, catalyst-free cascade synthesis of sulfonyl guanidines: Via carbodiimide coupling with amines

Hazarika, Debojit,Borah, Arun Jyoti,Phukan, Prodeep

supporting information, p. 1418 - 1421 (2019/02/05)

An expeditious catalyst-free cascade coupling of N,N-dibromoarylsulfonamides with isonitriles and amines via carbodiimide intermediates has been developed. The protocol represents an elegant pathway for sulfonyl guanidines at room temperature within a short time with high yields and wide substrate scope. The carbodiimide intermediate could also be isolated in an appreciable yield.

Odorless Isocyanide Chemistry: One-Pot Synthesis of Heterocycles via the Passerini and Postmodification Tandem Reaction Based on the in Situ Capture of Isocyanides

Liu, Na,Chao, Fei,Liu, Ming-Guo,Huang, Nian-Yu,Zou, Kun,Wang, Long

, p. 2366 - 2371 (2019/05/16)

This paper reports the tandem reaction strategy of the Passerini/Staudinger/aza-Wittig reaction based on the in situ capture of isocyanides. According to this strategy, isocyanides are synthesized in situ and immediately work as the substrate for the Passerini reaction and postmodification tandem reaction in one pot. In addition, two types of new compounds, 5-oxo-3,5-dihydrobenzo[e][1,4]oxazepines and 6-oxo-5,6-dihydro-2H-1,4-oxazines, were synthesized using the tandem reaction strategy that includes five-step transformations in one pot.

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