927. Thiazolidines. Part III. The reaction of 2-methylthio-5-phenyl-thiazoline-4-carboxylic acid with thionyl chloride and phosphorus pentachloride

Author(s):  
D. O. Holland ◽  
P. Mamalis
2015 ◽  
Vol 70 (1) ◽  
pp. 9-27
Author(s):  
Willi Kantlehner ◽  
Ralf Kreß ◽  
Jochen Mezger ◽  
Georg Ziegler

AbstractN,N,N′,N′,N″,N″-Hexamethylguanidinium chloride9cwas prepared by treating the reaction mixture formed fromN,N,N′,N′-tetramethylurea (1a) and phthaloyl chloride (16) with dimethyltrimethylsilylamine15.N,N,N′,N′-Tetramethyl-chloroformamidinium chloride (2a) is an intermediate in this synthesis. The chloroformamidinium chloride2acan also be prepared by treating the urea1awith thionyl chloride or phosphorus pentachloride, respectively. The guanidinium salt9ccan be obtained from the crude2athus prepared and the silylamine15. From urea/phosphoryl chloride adducts and primary aromatic amines have been prepared guanidines38, which are converted toN,N′-diaryl-N,N′,N″,N″-tetramethyl-guanidinium iodides39on treatment with methyl iodide. TheN,N′,N″-trimethyl-N,N′,N″-triphenylguanidinium salt44awas prepared from the chloroformamidinium salt43andN-methylaniline. The guanidinium salt9cis the reaction product when the urea1a/POCl3adduct is treated with the silylamine15.


ChemInform ◽  
1988 ◽  
Vol 19 (4) ◽  
Author(s):  
YU. N. MITRASOV ◽  
O. N. MICHAILOVA ◽  
N. S. YAL'TSEVA ◽  
N. G. NIKIFOROV ◽  
V. V. KORMACHEV

IUCrData ◽  
2020 ◽  
Vol 5 (9) ◽  
Author(s):  
Will E. Lynch ◽  
Christine R. Whitlock ◽  
Clifford W. Padgett

Our work in the area of synthesis of tris indole compounds as a potential chelator led to the synthesis and crystallization of ethyl 1H-indole-2-carboxylate, C11H11NO2, an indole that was synthesized by the thionyl chloride reaction of 1H-indole-2-carboxylic acid, followed by dissolution in ethanol. The molecular packing exhibits a herringbone pattern with the zigzag running along the b-axis direction; the compound crystallizes as a hydrogen-bonded dimer resulting from O...H—N hydrogen bonds, between the indole N—H group and the keto oxygen atom, which build centrosymmetric R 2 2(10) ring motifs in the crystal.


1995 ◽  
Vol 48 (6) ◽  
pp. 1201 ◽  
Author(s):  
MV Baker ◽  
J Landau

Simple devices that contain alkanethiolate monolayers sandwiched between conducting films were prepared by fixing a gold film to the surface of an alkanethiolate monolayer (on a gold substrate) with silver paint. These devices, and similar devices that did not contain alkanethiolate monolayers, were tested as resistors in d.c . circuits. The devices that contained octadecanethiolate monolayers had resistances of approximately 1012 Ω, 10 orders of magnitude higher than the resistance of devices that contained no monolayers. Sulfur- terminated alkanethiolate monolayers were prepared by treatment of carboxylic acid-terminated monolayers with vapours of thionyl chloride followed by vapours of hexane-1,6-dithiol. Attempts to use the sulfur-containing groups at the surface of this monolayer as 'molecular glue' to attach a flexible gold film to the surface of the monolayer were unsuccessful.


2006 ◽  
Vol 71 (5) ◽  
pp. 650-666 ◽  
Author(s):  
Richard Čmelík ◽  
Pavel Pazdera

We report the reactions of derivatives of 5-amino-3-thioxo-3H-1,2-dithiole-4-carboxylic acid 1 with bromoethanones and acylation agents. Two different routes were used to obtain the products, 3-(acylmethylidene)-3H-1,2-dithioles 4. These compounds were synthesized by acylation of compounds 1 on the amino group, followed by the reaction with bromoethanones and excess of triethylamine. Another method was based on the inverted order of the mentioned reaction steps and in absence of a base. The treatment of 4 with thionyl chloride gave new unsaturated fused lactones 13 whereas thionation led to desired 1,6,6aλ4-trithiapentalenes 5. The structures of products and the reaction mechanisms are discussed.


1993 ◽  
Vol 29 (12) ◽  
pp. 1466-1467
Author(s):  
V. P. Semenov ◽  
P. S. Lobanov ◽  
V. A. Gindin ◽  
A. A. Potekhin

Steroids ◽  
1975 ◽  
Vol 26 (4) ◽  
pp. 470-476 ◽  
Author(s):  
Charles W. Shoppee ◽  
Robert D. Lundberg

Sign in / Sign up

Export Citation Format

Share Document