Phenyl isocyanate deriv amines

Nonionics. As alcohol ethoxylates have no strong UV chro-mophore, derivatisation to introduce a chromophore is an attractive option. The reaction to form phenyl isocyanate derivatives, which can then be detected by UV, is described in [27]. A micro-Bondapak CIS column was used for separation according to alkyl chain length and a micro-Bondapak amine column for separation according to degree of ethoxylation. 

D) Phenylurea Derivatives. This reaction usually proceeds readily when cold solutions of the dried amine and of phenyl isocyanate, each in petroleum (b.p. 100-120 ), are mixed if no reaction is obvious, heat under reflux for 30 minutes. Care in using the isocyanate, p. 336.)... 

Ethoxy-6-methylpyrimidine 1-oxide (499) reacts with phenyl isocyanate to eliminate carbon dioxide and give a mixture of 4-ethoxy-6-methyl-N-phenylpyrimidin-2-amine (SOO) and (the derived) 7V-(4-ethoxy-6-methylpyrimidin-2-yl)-7V,7V -diphenylurea (SOI) phenyl isothiocyanate reacts quite differently (79CPB2642). 

Poly amines prepared by Koch [4] were converted into the corresponding isocyanate derivatives, (I), using phosgene methylenebis(phenyl isocyanate) was prepared by Strofer [5]. 

A patent application describes the synthesis of 2,4-quinazolinediones from either immobilized amine reagents or immobilized isocyanates [206]. Utilizing the amine route (Method A in Scheme 36), an Fmoc-protected amino acid immobilized on Sasrin resin [207] was treated with piperidine to provide the free amine derivative. Reaction of a resin-bound amino acid with 2-carboxymethyl phenyl-isocyanate and cyclization of the resulting urea upon treatment with DBU afforded a support-bound 2,4-quinazolinedione. Treatment of the resin with a reactive alkylating agent in the presence of DBU for 10-48 h at 20-70 °C provided the N -alkylated quinazolinedione. The compounds were released from the resin with TFA/CH2CI2. 

Aminotetrazole behaves like a normal primary amine in reactions with chloroform in base,328 phenyl isocyanate,328 p-toluenesulfonyl chloride,328 and aromatic aldehydes,43 and the expected derivatives of the amino moiety are obtained without interference at the tetrazole ring. With acid chlorides and anhydrides acylation of the amino group is accompanied by ring cleavage and yields 2-acylamino-1,3,4-oxadiazoles.43,328 Flash vacuum pyrolysis of 1 -phenyltetrazole at 500° has recently been reported to give phenylcyanamide as the only detectable product.333... 

Phenyl isocyanate [40] reacts with aliphatic and aromatic primary and secondary amines to yield N,7vT-disubsti-tuted ureas (Figure 8). The reaction is quantitative and completed in a few minutes. A single, very stable derivative is obtained even with primary amines. Water and alcohols also react with PIC but the amino group appears to be the most reactive (40). The derivatization was carried out in N,N-dimethylformamide (DMF), and an... 

A vinylcyclopropanedicarboxylate forms a zwitterionic 7r-allylpalladium intermediate, which undergoes attack by diethylamine to afford an allylic amine (Scheme Similarly, the reaction with phenyl isocyanate provides a y-lactam derivative... 

The urea fungicide Pencycuron can be prepared by aminolysis of carbamoyl chloride 290 derived from N-cydopentyl-N-4alternative route involves addition of the secondary amine to phenyl isocyanate. 

Similarly, condensed derivatives of pyrrolo[ 1,2-a]quinoxalines 157-160 were obtained from 5-(pyrrol-l-yl)-quinoIines 161 (Scheme 3.46) (Lancelot et al. 1983a), 3-(pyrrol-l-yl)dibenzofurans 162 (Scheme 3.47) (Rault et al. 1979), and 3-(pyrrol-l-yl)carbazole 163 (Scheme 3.48) (Lancelot et al. 1984) containing at positions 6, 2, and 4, respectively, the functional group RC(X)NH, which was introduced by condensation of the corresponding amines with acetic anhydride, phenyl isocyanate, phenyl isothiocyanate, and aliphatic isothiocyanates. 

The first examples of urea-containing dimeric capsules were discovered independently by Rebek and Bohmer [165,166]. These are based on calix[4]arene ethers, in which the lower rim ether units help to fix the calixarenes in a cone conformation via intramolecular interactions. Figure 60 shows the generic structure of such systems. Synthetically, the urea calixarenes are readily prepared. The calixarenes are first nitrated, followed by a reduction of these groups into amines. The urea derivatives are fixed to the upper rim by reaction of the p-amino calixarenes with isocyanates. Many systems were studied using differently substituted ureas which contain either short alkyl chains or simple phenyl derivatives. Studies also involved the changing of the lower rim ether substituents. 

Analysis of the enantiomeric ratios of several p-blocking drugs (l-aryloxy-3-isopropylamino-2-propanol derivatives) is carried out by HPLC with UV or fluorescence detection after derivatization with (R)-NEI or (i )-(+)-l-(l-phenyl)ethyl isocyanate (in a reversed-phase system), or (S)-NEI (on silica gel) only the amine function of the drugs reacts with the NEI the hydroxy group does not. Similar schemes for HPLC determination of enantiomeric purity of tetrahydrofolate derivatives and of fluoxetine are also reported. 

H-pyrane] derivatives in the presence of isatins, malononitrile, and acetylacetone/ethyl 3-oxobutanoate [103]. Yan and coworkers showed in 2012 that chiral tertiary amine-thiourea (158) derived from quinine can catalyze a three-component reaction between isatins 118, malononitrile (119), and a-phenyl-isocyanoacetate (217) (Scheme 2.75) [104]. The process affords dihydropyrryl-spirooxindoles 218 and involves an initial Knoevenagel condensation of 118 and 119 followed by the nucleophilic anion attack of 217 (see the key transition state intermediate on Scheme 2.75). Final intramolecular cyclo-addition affords the expected compounds where H bond interactions are supposed to direct the attack of isocyanate anion and, consequently, contfol the enantioselectivity. One year later, Xu s group used a bifunctional cinchona-based squaramide to catalyze multicomponent cascade reaction to synthesize spiro[pyrrolidin-3,2 -oxindoles] via 1,3-proton shift and [3h-2]... 

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