Phenyl isocyanide dichloride

Phenyl isocyanide dichloride, QH,N=CC12 (1), 6, 458. Supplier Aldrich. 

C7H5CI2N phenyl isocyanide dichloride 622-44-6 483.15 42.268 1.2 10148 C7H6BrCI 1 -bromo-3-chloro-2-methylbenzene 62356-27-8 497.15 43.610 2... 

DEALKYLATION, AMINES Phenyl isocyanide dichloride. Silver nitrite. 

Phenylindanone, 618 2-Phenylindole, 161 2-Phenylindoles, 456 2-Phenylindoxyl O-benzoate, 161 Phenyliodine dichloride, 298-300 Phenyliodine(lII) difluoride, 300 Phenyiiodine(III) ditrifluoroacetate, 301 Phenyl isocyanide dichloride, 458 a-Phenyl ketones, 234 Phenylmercuric acetate, 458 2-Phenylmesitylene, 59... 

A simplified procedure for the preparation of phenyl isoselenocyanate involves the reaction of phenyl isocyanide dichloride with sodium selenide, generated in situ from elemental selenium and sodium borohydride, followed by the addition of one equivalent of sodium hydroxide (Scheme 55)/ ... 

Iminodithiocarbonic acid esters. Phenyl isocyanide dichloride heated 7 hrs. at 110° with dimethylthallium thiophenoxide in toluene diphenyl N-phenyldithio-carbonimidate. Y 88.6%. F. e., also replacement of one Cl-atom and stepwise replacement by 2 different functions, s. B. Walther and W. Kolbe, Z. Chem. 13, 192 (1973). 

After the elucidation of the reaction of phenylisocyanide dichloride with phenyl(trimethylsilyl)phosphane, several other differently substituted isocyanide dichlorides react extremely slowly, so that high temperatures are necessary which prevent the... 

PHENYL ISOCY.ANATE see PFK250 PHENYL ISOCYANIDE, p-NITRO- see IKH780 PHENYLISONITRILE DICHLORIDE see PFJ400 d-P-PHENYLISOPROPYLAMINE SULFATE see BBK500... 

In 1874 Sell and Zierold obtained phenylcarbonimidoyl dichloride I in the reaction of phenylisothiocyanate II with chlorine. Several years later, Nef ( 8,109 prepared carbonimidoyl dichlorides by addition of chlorine to isocyanides, such as phenyl isocyanide III. This relationship between I and isocyanides (isonitriles) led to the frequently used term isocyanide dichlorides for the compounds under discussion. 

The scope of the synthesis is further extended by the use of isocyanide dichlorides (199) their condensation with iV-methyl-iV-thiobenzoyl-hydrazine (198) in boiling chloroform yields crystalline thiadiazolium chlorides (200), which are converted by ammonia in chloroform into the mesionic 1,3,4-thiadiazoles (201) e.g. anhydro-4-methyl-5-phenyl-2-phenylamino-l,3,4-thiadiazolium hydroxide). Isomerization to mesionic 1,2,4-triazoles (202) occurs in hot ethanol, or under the influence of phenyl isocyanate in benzene. The two mesionic systems (201) and (202) may be distinguished by their mass spectra. Both isomers show a molecular ion, and a common fragment ion, MeN CPh, but they are differentiated by the fragments Ph—C=NR arising from (202) and by Ph—C S from (201). ... 

The addition of halogen to the C=S rather than the C—N bonds, as for example postulated by Gumpert for the bromination of phenyl isocyanate, is in line with the favored participation of the C=S bond in addition reactions of isothiocyanates One is tempted to speculate that the second step involves a-elimination of sulfur dichloride, followed by addition of chlorine to the generated isocyanide. However, further work is needed to establish the mechanism of this reaction. 

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