Search results for "Thionyl chloride"

showing 6 items of 6 documents

Chemical profiling of the synthetic cannabinoid MDMB-CHMICA: Identification, assessment, and stability study of synthesis-related impurities in seize…

2019

In this work, the most discriminating synthesis-related impurities found in samples from seizures and controlled synthesis of the synthetic cannabinoid MDMB-CHMICA (methyl (S)-2-(1-(cyclohexylmethyl)-1H-indole-3-carboxamido)-3,3-dimethylbutanoate) were characterized. Based on 61 available powder samples of MDMB-CHMICA, 15 key-impurities were assessed, isolated in larger quantities via flash chromatography and structurally elucidated and characterized via high resolution mass spectrometry and nuclear magnetic resonance spectroscopy. Apart from verifying the relation of the impurities to the major component, the interpretation of their chemical structures with distinct structural elements pro…

IndolesControlled Synthesis ; Impurity Profiling ; Lc-ms ; Mdmb-chmica ; New Psychoactive Substances (nps)Pharmaceutical Science01 natural sciencesAnalytical Chemistry03 medical and health scienceschemistry.chemical_compound0302 clinical medicineColumn chromatographyThionyl chlorideOxalyl chlorideDrug StabilityLiquid chromatography–mass spectrometryImpurityTandem Mass SpectrometryEnvironmental ChemistryHATU030216 legal & forensic medicineDrug TraffickingSpectroscopyChromatography High Pressure LiquidChromatographyChemistryCannabinoidsIllicit Drugs010401 analytical chemistryNuclear magnetic resonance spectroscopy0104 chemical sciencesReagentDrug Contamination
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1981

New nitrogen mustard analogues in which bis(2-chloroethyl)-amino groups are separated by oxyethylene groups, 1,14-dichloro-3,12-bis(2-chloroethyl)-3,12-diaza-6,9-dioxatetradecan (3c) and 1,17-dichloro-3,15-bis(2-chloroethyl)-3,15-diaza-6,9,12-trioxaheptadecane (3d), were synthesized by reaction of bis(2-hydroxyethyl)amine (2) with bis(2-chloroethyoxy)ethylene (1a) and with 1,11-dichloro-3,6,9-trioxaundecane (1b), respectively, followed by treatment with thionyl chloride. The analogues were then complexed with heparin. The resulting heparin-complexes show inhibiting activity against transplanted Sarcoma-180 A in mice.

chemistry.chemical_compoundEthyleneThionyl chloridechemistrymedicineOrganic chemistryAmine gas treatingHeparinNitrogen mustard analoguesmedicine.drugDie Makromolekulare Chemie
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1982

N-Ethylaziridine (1) was polymerized in water with HCl as initiator and copolymerized with N-(2-hydroxyethyl)aziridine (2). Rapid propagation and termination reactions were observed. The maximum yield increases with the initiator concentration, whereas the molecular weight decreases. This is due to the difference in basicity between the tertiary N-atoms of the two monomers and the tertiary and the terminal secondary N-atoms of the polymers, which causes tranfer and termination reactions. Macrocycles with a side chain on a quaternary N-atom are formed. During the copolymerization, the more basic 1 is preferentially incorporated into the copolymer chain. The copolymerization parameters can be…

chemistry.chemical_compoundMonomerThionyl chlorideReaction rate constantPolymerizationChemistryYield (chemistry)Polymer chemistrySide chainCopolymerAziridineDie Makromolekulare Chemie
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Solid-Phase Synthesis of Oligo(p-benzamide) Foldamers

2006

[reaction: see text] A coupling protocol has been developed which allows the synthesis of oligo(p-benzamide)s on solid support. Aromatic carboxylic acids are activated in situ with thionyl chloride and used to acylate secondary aromatic amines. N-p-Methoxy benzyl (PMB) as well as N-hexyl protected monomers were investigated. Heterosequences of both monomers were synthesized. Such nanoscale objects are important building blocks for supramolecular chemistry.

chemistry.chemical_compoundMonomerThionyl chlorideSolid-phase synthesischemistryOrganic ChemistrySupramolecular chemistryOrganic chemistryPhysical and Theoretical ChemistryBenzamideBiochemistryCombinatorial chemistrySynfacts
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2-hydroxyethylierung von oligo(iminoethylen)en und deren überführung in oligo-[N-(2-chloroethyl)iminoethylen]e

1981

Oligo[N-(2-chloroethyl)iminoethylene]s (8) were synthesized as potential antitumor agents like their low molecular weight analogues. It was found that oligo(iminoethylene)s (5) can be 2-hydroxyethylated with ethylene oxide and subsequently transformed into oligo[N-(2-chloroethyl)iminoethylene hydrochloride]s (14) with thionyl chloride. The stability of the free oligomers 8 was found to decrease with the number of N-2-chloroethyl groups in the molecule.

chemistry.chemical_compoundThionyl chlorideEthylene oxidechemistryHydrochlorideorganic chemicalsPolymer chemistryMoleculeneoplasmsDie Makromolekulare Chemie
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Synthesis and Conformational Analysis of Tetrahydroisoquinoline-Fused 1,3,2-Oxazaphospholidines and 1,2,3-Oxathiazol­idines

2008

The cyclizations of tetrahydroisoquinoline 1,2-amino alcohols with phenylphosphonic dichloride, bis(2-chloroethyl)phosphoramidic dichloride, thionyl chloride and sulfuryl chloride were utilized to synthesize 1,5,6,10b-tetrahydro-1,3,2-oxazaphospholo[4,3-a]isoquinolines (2, 3), 1,5,10,10a-tetrahydro-1,3,2-oxazaphospholo[3,4-b]isoquinolines (8, 9), 1,5,6,10b-tetrahydro-1,2,3-oxathiazolo[4,3-a]isoquinolines (4–6) anda 1,5,10,10a-tetrahydro-1,2,3-oxathiazolo[3,4-b]isoquinoline (11), which are the first representatives of these ring systems. NMR spectroscopic analysis revealed the existence of conformational equilibria that are fast on the NMR timescale. Theoretical DFT calculations pointed to t…

chemistry.chemical_compoundThionyl chloridechemistryComputational chemistryStereochemistryTetrahydroisoquinolineOrganic ChemistrySulfuryl chloridePhysical and Theoretical ChemistryIsoquinolineRing (chemistry)Conformational isomerismEuropean Journal of Organic Chemistry
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