Ethyl isothiocyanate

Phenyl-ethyl isothiocyanate. CgHj,(C.2H4)N C S, has been found in the oils of reseda root, nasturtium, and some varieties of Brassica. It is an oil of powerful odour, yielding a thiourea, melting at 137°. The latter body, when treated with silver nitrate and baryta water, yields phenyl-ethyl-urea, melting at 111° to 112°. 

Chloro-2-amino-0 -methyl-Ophenylbenzyl alcohol Ethyl mustard oil (ethyl isothiocyanate)... 

Ethyl hydrogen sebacate, 21, 48 electrolysis of, 21, 48 Ethyl isothiocyanate, 21, 82 Ethyl lactate, 21, 71 Ethyl laurate, 20, 69 Ethyl linoleate, 22, 77 Ethyl linolenate, 22, 83 Ethyl malonate, 23, 16 Ethyl mercaptan, 22, 59 Ethyl 1V-methyl-/3-aminopropionate, 20, 37... 

PS-BEMP). The reaction gave 4,5-disubsituted isothiazole in 58% yield. What was interesting was that an additional washing of the immobilized base with an electrophile (in a typical setup, 2,4 -dibromoacetophenone) gave the corresponding 1,4,5-trisubstimted imidazole in 38% yield and >95% purity. Additional efforts were done to produce only the imidazole structure by using the premixed electrophile and ethyl isothiocyanate, however, without success. 

The photodissociation spectra of the Mg(L) complexes of ethyl isocyanate and ethyl isothiocyanate show some common photofragments. Aside from the ubiquitous formation of Mg+ (cf equation 39), both ethyl isocyanate and ethyl isothiocyanate yield products from attack of the N—C single bond (equations 57 and 58). The ethyl isothiocyanate complex also yields MgS via equation 59. The photodissociation spectrum of the ethyl thiocyanate isomer was also examined and gave the products shown in equations 60-62. Thus each isomer gives a unique ionic product [Mgs for ethyl isothiocyanate (equation 59) vs MgNC+ for ethyl thiocyanate (equation 62)] which allows their distinction. Finally, the Mg(ethyl isocyanate) +" complexes simply undergo solvent evaporation for n = 2 and 3 (cf equation 52). 

This reaction is general for the preparation of alkyl isothiocyanates in good yields thus, according to the submitters, ethyl isothiocyanate is obtained in yields of 60-70 per cent from ethylamine hydrochloride. 

This is a general method for the preparation of alkyl thioureas. Ethylthiourea, m.p. 103-106°, has been prepared from ethyl isothiocyanate in the same manner. Di- and tri-alkyl thioureas may be prepared from alkyl isothiocyanates in a similar manner by substituting an equivalent amount of an amine solution in place of the ammonium hydroxide. Thus, sym -dimethylthiourea is prepared from methyl isothiocyanate and methylamine solution. A solution of dimethylamine and methyl isothiocyanate gives trimethylthiourea. 

S-1-(1-Napthyl)ethyl isothiocyanate 2,3,4,6-Tetra-0-acetyl-/3-D-glucopyranosyl isothiocyanate 209... 

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