7390-20-7

Basic information

• Product Name: PHENYLTHIOHYDANTOIN ALANINE)
• Synonyms: Alanine - 1-(phenylsulfanyl)imidazolidine-2,4-dione (1:1); Alanine phenylthiohydantoin
• CAS NO: 7390-20-7
• Molecular Formula: C₁₀H₁₀N₂OS
• Molecular Weight: 206.2642
• Mol File: 7390-20-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 489.3°C at 760 mmHg
• Flash Point: 249.7°C
• Appearance: /
• Vapor Pressure: 2.18E-10mmHg at 25°C
• CAS DataBase Reference: PHENYLTHIOHYDANTOIN ALANINE)(CAS DataBase Reference)
• NIST Chemistry Reference: PHENYLTHIOHYDANTOIN ALANINE)(7390-20-7)
• EPA Substance Registry System: PHENYLTHIOHYDANTOIN ALANINE)(7390-20-7)

Safety Data

• Hazardous Substances Data: 7390-20-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H8N2O2S.C3H7NO2/c12-8-6-11(9(13)10-8)14-7-4-2-1-3-5-7;1-2(4)3(5)6/h1-5H,6H2,(H,10,12,13);2H,4H2,1H3,(H,5,6)

Upstream product

• 1219278-22-4 BF₄^(1-)*C₂₂H₂₆N₅OS⁽¹⁺⁾ 
• 56-41-7 L-alanin 
• 103-72-0 phenyl isothiocyanate 
• 65428-88-8 (S)-2-(3-phenylthioureido)propanoic acid 
• 49645-33-2 phenyl thioisocyanate 
• 158306-95-7 phenylthiocarbamyl-Ala-Leu-Ala-Tyr-primaquine 
• 158307-00-7 phenylthiocarbamyl-Ala-Leu-Ala-Asp-primaquine 

Downstream Products

• 67120-02-9 (S)-N-Methyl-2-(3-phenyl-thioureido)-propionamide 

Relevant articles and documents

NOVEL AZULENYL COMPOUND

PROBLEM TO BE SOLVED: To provide: a method for determining amino acid sequences such as trace peptides and proteins; as well as a compound that can be used as an Edman reagent suitable for said method, specifically a compound that has a high UV absorbance and efficiently reacts with peptides. SOLUTION: Provided is an azulenyl isothiocyanate compound represented by the formula (1). (Each R independently is a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, an alkynyl group having 2 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, an aryl group or heteroaryl group having 6 to 10 carbon atoms; n is an integer from 0 to 7; in particular, R preferably is an alkyl group having 1 to 10 carbon atoms, and further preferably has substituent group at 1 or more of the carbon 3-, 5-, 8-position.). SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Investigation of the diastereoselective Mannich reaction using imidazolidin-2-thione as a chiral auxiliary

Titanium mediated asymmetric Mannich reactions using imidazolidin-2-thione as a chiral auxiliary proceeded in good yields and with high diastereoselectivity to afford the anti-products in the presence of PPh3 additive. A non-chelated transition state with the PPh3-bound titanium enolate was proposed to explain the stereochemistry of the product. Alcoholysis of the adducts with methanol cleaved the imidazolidin-2-thione auxiliary to give the methyl esters in good yields and with excellent ee values.

Traceless approach for the synthesis of 3,5-disubstituted thiohydantoins on functionalized ionic-liquid support

A traceless approach for the synthesis of 3,5-disubstituted thiohydantoins on a novel functionalized ionic-liquid support, 5, is described. Acylation of benzylamine functionalized ionic-liquid support with amino acids yielded ionic-liquid-supported amino acids, which reacted with isothiocyanates to afford ionic-liquid-supported thioureas. Following intramolecular cyclization cleavage from the ionic-liquid support by trifluoroacetic acid (TFA), the desired 3,5-disubstituted thiohydantoins were obtained in good yields and purities. The efficiency of this ionic-liquid-phase strategy facilitated isolation and analysis of intermediates and removal of excess reagents and by-products during the reaction process.