Phenyl iso-cyanate

The IJ,2-diphenylhydrazinecarboxamides were readily syn= theslzed In moderate to excellent yields. Briefly, the method Involved addition of a substituted phenyl iso cyanate to a solution or slurry containing the appropriately substituted phenylhydrazine. When reaction was complete, the product was Isolated by filtration (if precipitated) or by evaporation of the solvent and re-crystallization of the residue. 

A similar reaction is observed when triphenylthallium is reacted with phenyl iso-cyanate ". ... 

Mesoionic pyrido[2,l- >][1,3]oxazines (54) afforded 4-oxo-4//-pyrido[l,2-a]pyrimidin-l-iumolates (55) and 4//-quinolizin-4-one (56) with phenyl iso(thio)cyanates [78LA1655 79CB1585 82ZN(B)222] and dimethyl acetylenedicarboxylate (79CB1585), respectively. Reaction of 2-cyano-3-methyl-lH,6//-pyridol[l,2-a][3,l]benzoxazine-l,6-dione with ammonium acetate and hydroxylamine, hydrazines, primary aliphatic or aromatic amines, and (thio)ureas gave 5-unsubstituted and 5-substituted 2-cyano-3-methyl-l//,6H-pyrido[l,2-a]quinazoline-l,6-diones (93CCC1953). 

This reaction does not take place with aromatic amines. With aniline, for example, there is obtained instead a compound known as di-phenyl thio-urea, hydrogen sulphide being eliminated. On heating the diphenyl thio-urea with acids one molecule of aniline is lost and phenyl iso-thio-cyanate is obtained (p. 421). 

Phase-transfer catalysts, 220, 221,305-306 Phenanthrenes, 319, 320 9-Phenanthrol, 431 Phenol annelation, 272 Phenoxysulfonyl azide, 377-378 Phenylacetaldehyde, 217 Phenylacetylene, 7 2 (S)-3-Phenyl-1-butene, 36 Phenyl chlorothionocarbonate, 306-307 Phenyl cyanate, 307-308 Phenyldiazomethane, 308 o-Phenylene phosphorochloridate, 91-92 o-Phenylglydne methyl ester, 308 Phenyl isocyanate, 309 Phenyl isocyanide, 309-310 Phenyl iso thiocyanate, 122 Phenyllithium, 5... 

Heating ethyl 3-aminopyridine-2-carboxylate with methyl or phenyl iso(thio)cyanate in pyridine gives the corresponding 3-substituted 2-sulfanylpyrido[3,2- ]pyrimidin-4(3//)-ones.430... 

Reaction of the functionalized pyrimidine 266 with phenyl iso(thio)cyanate afforded pyrimido[4,5-J]pyrimidines 664 and 665 in 84% and 80% yields, respectively (Scheme 129) (04TL2405). 

The thiazolium chlorides (146) are convertible into the mesionic phenyl-(thio)carbamoyl derivatives (148) by phenyl iso(thio)cyanate, and into the mesionic 5-benzenesulphonyliminothiazole (149) by benzenesulphonyl chloride in alkaline media (Scheme 8). Detailed spectral data for each of the new types of compound were provided. ... 

The reaction of iminophosphorane (264) with aromatic iso(thio)cyanates leads to anhydro 2-arylamino-5-phenyl-thiazolo[2,3-h][l,3,4]thiadiazol-4-ium hydroxides (54) which upon treatment with tetrafluoroboric acid give the corresponding 2-arylamino-5-phenylthiazolo[2,3-h][l,3,4]-thiadiazolium tetrafluoroborates (53) (Scheme 25) <92T1282>. 

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