4-Chlorophenyl isocyanates

A number of muscle relaxants are useful anthelmintic agents. They cause the parasites to relax their attachment to t he gut wall so that they can be eliminated. One such agent s carbantel 9), Its synthesis follows the classic pattern of r eaction of 4-chlorophenyl isocyanate with ji -amylamidine. ... 

A violent explosion occurred during vacuum distillation of 4-chlorophenyl isocyanate, prepared by Curtius reaction from the azide. It was found by IR spectroscopy that this isocyanate (as well as others prepared analogously) contained some unchanged azide, to which the explosion was attributed. The use of IR spectroscopy to check for absence of azides in isocyanates is recommended before distillation [1], Subsequently, the explosion was attributed to free hydrogen azide, produced by hydrolysis of the unchanged acyl azide [2],... 

Manufacturing process Produced by reaction of 2,6-difluorobenzamide with 4-chlorophenyl isocyanate. The... 

Butane-1,4-diisocyanate, 2376 f Butyl isocyanate, 1931 4-Chlorophenyl isocyanate, 2648 1,6-Diisocyanatohexane, 3008 Diisocyanatomethane, 1079 2,4-Diisocyanatotoluene, 3117 f Methyl isocyanate, 0761... 

Chlorophenyl isocyanate, 2648 Chlorotetralluorophosphorane, 3987 Chlorotrimethylsilane, 1304 Chromyl acetate, 1494... 

One of the very first uses of the intramolecular nitrile oxide cycloaddition involved the synthesis of macrocyclic lactones. Asaoka et al. (238) conceived this approach to the 16-membered ring antibiotic A26771B (277). Nitro compound 274 [obtained from 11-acetoxydodecanal (273)] was dehydrated with 4-chlorophenyl isocyanate-triethylamine and this was followed by dipolar cycloaddition, which gave isoxazoline 275 as a 4 1 mixture of diastereomers (Scheme 6.100). 

In some cases, side reactions were observed. When 4-chlorophenyl isocyanate reacted with iminophosphorane 135 (R= Pr ), along with the corresponding pteridin-4(377)-one (43%), the hydrolyzed compound, 3-isopropylpteridine-2,4-(177,377)-dione (26%), was also isolated. In cases with additional functional groups in the pteridine substrate such as esters, polycyclic compounds such as the imidazo[2,T ]pteridine derivative 138 (37%) were obtained. Similarly, Wallyl and W(l-methylprop-2-enyl) groups in 137 gave imidazo[2,l- ]pteridines 139 by iodoamination. 

Chloro-5-methylaniline, 2789 2-Chloro-5-nitrobenzenesulfonic acid, 2137 Chloronitromethane, 0395 4-Chlorophenyl isocyanate, 2644... 

Fig. 9. Total ion current (TIC) trace obtained from a methanolic solution of monolinuron. A, 4-chlorophenyl isocyanate B, 4-chloroaniline C, methyl A-(4-chlorophenyl)carbamate D,...

Bromophenyl isocyanate (GCDP of metobromuron) 4-Chlorophenyl isocyanate (GCDP of monolinuron)... 

Isocyanates can be reacted with poly(vinyl alcohol) In homogeneous solutions In dlmethylsulf-oxlde to produce modified polymers that contain between 10 and 100 S of the hydroxyl groups replaced by the appropriate carbamate group. In this study, modified polymers were prepared using phenyl, 3-chlorophenyl and 4-chlorophenyl Isocyanates and these polymers bear a strong structural similarity to known carbamate herbicides. 

The Isocyanates used In this study Included phenyl, 3-chlorophenyl and 4-chlorophenyl Isocyanates. 

Poly(vinyl alcohol) readily reacts with a wide variety of Isocyanates In DMSO solution (Equation 1) to produce modified polymers that contain 10-100% of the original hydroxyl groups substituted with carbamate groups. The yields of such reactions are essentially quantitative. Similar results have been reported from other research groups (14-16). tinder these conditions, poly(vinyl alcohol) has been reacted with 3- and 4-chlorophenyl-Isocyanate (this study), phenyllsocyanate (12-14), methyl, ethyl. Isopropyl and 1-naphthyl Isocyanates (14) and methoxymethyllso-cyanate (15,16). The reaction of PVAl with phenyl, tolyl and 4-chlorophenyl Isocyanates In dlmethylacetamlde solutions has also been reported (17). 

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