Diphenylcarbamoyl chloride

A convenient method for the synthesis of these low boiling materials consists of the reaction of /V,/V-dimethy1iirea [96-31-1] with toluene diisocyanate to yield an aUphatic—aromatic urea (84). Alternatively, an appropriate aUphatic—aromatic urea can be prepared by the reaction of diphenylcarbamoyl chloride [83-01-2] with methylamine. Thermolysis of either of the mixed ureas produces methyl isocyanate ia high yield (3,85). 

Phenearbamide (60) is a structural analogue of acetylcholine which acts as an anticholinergic agent, possibly by serving as a false agonist. It is made by reacting N,N-diphenylcarbamoyl chloride (59) with 2-mercapto-N,N-diethylethamine. 

Phenols react with diphenylcarbamoyl chloride to yield diphenylurethans (or aryl Af,Af-diphenylcarbamates) ... 

Dissolve 0.5 g of the phenol in 2.5 ml of pyridine, and add one equivalent of diphenylcarbamoyl chloride (or 0.4—0.5 g if the molecular weight is uncertain). Reflux the mixture for 30-60 minutes on a boiling-water bath, and then pour into about 25 ml of water. Filter the derivative, wash with a little sodium hydrogen carbonate solution and recrystallise from ethanol, toluene, light petroleum (b.p. 60-80 °C) or dichloromethane. 

As Streptomyces contain high proportions of proteases, a protease inhibitor, diphenylcarbamoyl chloride, was added to the buffer during purification of the dTDP-dihydrostreptose synthase. A partially purified, enzyme preparation from S. griseus could be obtained by removal of nucleic acids with streptomycin and fractionation with ammonium sulfate.40 However, when this enzyme preparation was subjected to gel filtration on a column of Sephadex G-100, enzyme activity was completely lost. By combining certain fractions of the column eluate, enzyme activity could be partially restored. 

CbHb)2NCONH.CH2.CH2OH mw 256.25, mp 117.5°, heat of combustion 7349-5cal/g. It was prepd by reacting N,N-diphenylcarbamoyl chloride with ethanolamine (Ref 3)... 

Diamino-3-carboxy-5-chloropyrazine A, 7V-diphenylcarbamic anhydride (19), an active ester, has been prepared by addition of diphenylcarbamoyl chloride to 2,6-diamino-3-carboxy-5-chloropyrazine and triethylamine in dimethylformamide, (and other similar compounds were also prepared) (1330, 1344, 1345). This compound was better prepared from 2,6-diamino-3-carboxy-5-chloropyrazine and... 

Reaction of iV,N-diphenylcarbamoyl chloride and cyanide ion with phthalazine and 1,6-naphthyridine gave the compounds 112 and 113, respectively. 

Diphenylcarbamoyl chloride [1, 337]. Wilshire2 is enthusiastic about use of this reagent for Friedel-Crafts acylation and eventual introduction of a carboxyl group. 

For instance, methyl isocyanate can be prepared629 by treating diphenylamine with phosgene, which gives diphenylcarbamoyl chloride this can be converted by methylamine into the unsymmetrical urea derivative this 3-methyl-l,l-diphenylurea (226 g), when heated at 240-290°, affords methyl isocyanate (57 g, 100%), b.p. 38-40°, and the distillation residue consists of diphenylamine. 

Indazoles may be assembled via thermolysis as well. Treatment of diphenylcarbamoyl chloride with sodium azide gives rise to diphenyl-carbamoyl azide. Thermolysis of the diphenyl-carbamoyl azide then afforded indazolol. Subsequent alkylation of the indazolol then produced a series of indazole derivatives as activators of the nitric oxide receptor, soluble guanylate cyclise. 

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