76254-70-1

Usage

Synthesis Reference(s)

Synthetic Communications, 22, p. 1397, 1992 DOI: 10.1080/00397919208021604

InChI:InChI=1/C8H8N2O2S/c9-8(13)5-6-1-3-7(4-2-6)10(11)12/h1-4H,5H2,(H2,9,13)

Upstream product

• 555-21-5 4-Nitrophenylacetonitrile 
• 6321-12-6 2-(4-nitrophenyl)acetamide 
• 1460-05-5 p-nitrophenylacetaldehyde 

Downstream Products

• 555-21-5 4-Nitrophenylacetonitrile 
• 689251-23-8 4-ethyl-2-(4-nitrobenzyl)-1,3-thiazole 
• 1372414-02-2 3,5-bis(4-nitrobenzyl)-1,2,4-thiadiazole 

Relevant academic research and scientific papers

Metal-free, one-pot oxidative conversion of aldehydes to primary thioamides in aqueous media

One-pot tandem reactions of a variety of aldehydes with aqueous ammonia, molecular iodine, and O,O-diethyl dithiophosphoric acid readily afford the corresponding primary thioamides. This is an inexpensive, practical, and metal-free way of accessing various thioamides from aldehydes in aqueous media. The pure products are obtained simply by filtration followed by successive washing with aqueous sodium thiosulfate and water. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]

A new thionation reagent: Preparation of primary thioamides from nitriles

Phosphorus decasulfide reacts with sodium sulfide (1:1 ratio) in tetrahydrofuran at 25°C to afford an in situ reagent 1C (5 eq.) that rapidly converts nitriles into thioamides at 20°C.