4-chloro-2-methylphenyl isocyanate

Fig. 2. Reactivity of aromatic diisocyanates 0.02 M with 2-ethyihexanol 0.4 M and diethylene glycol adipate polyester in benzene at 28°C. (A) l-Chloro-2,4-phenylene diisocyanate. (B) m-Phenylene diisocyanate. (C) p-Phenylene diisocyanate. (D) 4,4 -Methylene bis(phenyl isocyanate). (E) 2,4-Tolylene diisocyanate. (F) Tolylene diisocyanate (60%, 2,4-isomer, 40% 2,6-isomer). (G) 2,6-Tolylene diisocyanate. (H) 3,3 -Dimethyl-4,4 -biphenylene diisocyanate (0.002 M) in 0.04 M 2-ethylhexanol. (I) 4,4 -Methylene bis(2-methylphenyl isocyanate). (J) 3,3 -Dimethoxy-4,4 -biphenylene diisocyanate. (K) 2,2,5,5 -Tetramethyl-4,4 -biphenylene diisocyanate. (L) 80% 2,4- and 20% 2,6-isomer of tolylene diisocyanate with diethylene glycol adipate polyester (hydroxyl No. 57, acid No. 1.6, and average molecular weight 1900). Reprinted from M. E. Bailey, V. Kirss, and R. G. Spaunburgh, Ind. Eng. Chem. 48, 794 (1956). (Copyright 1956 by the American Chemical Society. Reprinted by permission of the copyright owner.)...

C8H5CIN20 6-chloro-4-quinazolinone 16064-14-5 402.05 34.558 1,2 12773 C8H6CINO 5-chloro-2-methylphenyl isocyanate 40411-27-6 461.15 40.164 2... 

Benzene carboxaldehyde. See Benzaldehyde Benzenecarboximidamide, 4,4 -[1,6-hexanediylbis (oxy) bis-. See Hexamidine Benzenecarboxylic acid. See Benzoic acid Benzene chloramine. See Chloramine-B Benzene chloride. See Chlorobenzene Benzene, 1-chloro-2-isocyanato-. See2-Chlorophenyl isocyanate Benzene, 1-chloro-3-isocyanato-. See3-Chlorophenyl isocyanate Benzene, 1-chloro-4-isocyanato-. See4-Chlorophenyl isocyanate Benzene, 2-chloro-4-isocyanato-1-methyl-. See 3-Chloro-4-methylphenyl isocyanate Benzene, (chloromercuho)-. See Phenylmercuric chloride Benzene, chloromethyl-. See Monochlorotoluene... 

Chloro-4-methylphenylisocyanate. See 3-Chloro-4-methylphenyl isocyanate Chloromethyl phenyl ketone. See Chloroacetophenone Chloromethylphenylsilane. See Phenylmethylchlorosilane 1-Chloro-2-methyl-2-propene. See 3-Chloro-2-methylpropene 3-Chloro-2-methylpropene CAS 563-47-3 EiNECS/ELINCS 209-251-2 UN 2554... 

Chloro-p-tolyl isocyanate. See 3-Chloro-4-methylphenyl isocyanate ((4-Chloro-o-tolyl) oxy) acetic acid. See MCPA (4-Chloro-o-tolyloxy) butyric acid. See MCPB 2-(p-Chloro-o-tolyloxy) propionic acid. See Mecoprop-P... 

Isocyanic acid, 2-chlorophenyl ester. See 2-Chlorophenyl isocyanate Isocyanic acid, m-chlorophenyl ester. See 3-Chlorophenyl isocyanate Isocyanic acid, o-chlorophenyl ester. See 2-Chlorophenyl isocyanate Isocyanic acid, p-chlorophenyl ester. See 4-Chlorophenyl isocyanate Isocyanic acid, 3-chloro-p-tolyl ester. See 3-Chloro-4-methylphenyl isocyanate Isocyanic acid, cyclohexyl ester. See Cyclohexyl isocyanate... 

Chlorobenzonitrile p-Chlorobenzophenone m-Chlorobenzotrifluoride Chloroform 3-Chloro-4-methylphenyl isocyanate... 

Aiiyi isocyanate n-Butyl isocyanate t-Butyl isocyanate 3-Chloro-4-methylphenyl isocyanate 2-Chlorophenyl isocyanate Cyclohexyl isocyanate 2,3-Dichlorophenyl isocyanate 2,4-Dichlorophenyl isocyanate 2,5-Dichlorophenyi isocyanate 2,6-Dichiorophenyi isocyanate... 

Reaction of 2-cyanomethylpyridine with iV-(l-aryl-l-chloro-2,2,2-trifluoroethyl)-iV -(4-methylphenyl)carbodiimides, and with (1,1,2,2,2-pentachloro- and l,l-dichloro-2,2,2-trifluoroethyl)isocyanates or A-methoxycarbonyl-l,2,2,2-tetrachloro-, — l-chloro-2,2-trifluoroacetaldehyde imines afforded 3-aryl-4-cyano-l-(4-methylphenyl)imino-3-trifluoromethyl-2,3-dihydro-17/-pyrido[l,2-f]pyrimidines and 4-cyano-3-trichloro-, 4-cyano-3-trifluoro-17/-pyrido[l,2-4pyrimidin-l-ones, respectively <2004CHE47>. Refluxing 2-cyanomethylpyridine and iV-(l-aryl-l-chloro-2,2,2-trifluoroethyl)isocyanates in benzene furnished l-aryl-4-cyano-l-trifluoromethyl-l,2-dihydro-3//-pyrido[l,2-4pyrimidin-3-ones. However, when the solution of the isocyanate was added dropwise to the solution of 2-cyanomethylpyridine, and the reaction mixture was then treated with NEt at room temperature, the isomeric 3-aryl-4-cyano-3-trifluoromethyl-2,3-dihydro-l//-pyr-ido[l,2-dpyrimidin-l-ones were obtained. Reaction of l-(acetyl- and benzoylmethylene)-6,7-dimethoxy-l,2,3,4-tetra-hydroisoquinolines with PhCONCS yielded 1-acetyl-, 1 -benzoyl-9,10-dime thoxy-3-pheny 1-6,7-dihydro-2//-pyrimido[6,l- ]isoquinoline-2-thiones <2003SL2369>. 

Reaction of pyridines with dialkyl acetylenedicarboxylates in the presence of isocyanates in dry CH2C12 at room temperature produced 1-substituted 2-oxo-l,9a-dihydro-2/7-pyrido[l,2-tf]pyrimidine-3,4-dicarboxylates <2004TL1803>. One-pot, three-component synthesis of 1-substituted 2-oxo-l,llb-dihydro-2//-pyrimido[2,l- ]iso-quinoline-3,4-dicarboxylates and 4-(3-chloro-4-methylphenyl)-3-oxo-4,4a-dihydro-3/7-pyrimido[l,2-tf]quinoline-l,2-dicarboxylate was realized by the reaction of isoquinoline and quinoline with isocyanates and dialkyl acetylenedicarboxylates <2004S861>. Diastereomeric mixtures of l-tosyl-2-aryl-l,llb-dihydro-2/7-pyrimido[2,Ttf]isoquinoline-3,4-dicarboxylates were obtained from isoquinoline, iV-tosyl-benzaldehyde imines, and DMAD <2002OL3575>. 

An interesting one-carbon ring closure is found in the reaction of 94 (prepared from phenylcyanothioformamide and 1,3-diphenylpropenone) with either/)-chlorobenzoyl chloride or phenyl isocyanate to give pyrrolo[3,2- thiazoles 95 and 96, respectively (Scheme 18) <1999PSS(148)117>. However, attempted extension of this reaction sequence to include acetic anhydride did not afford a pyrrolo[3,2-i71thiazole product. In a novel approach, the same workers obtained additional examples of pyrrolo[3,2- thiazoles 99 in excellent yield as the only isolable product by reaction of A-(4-chloro and 4-methylphenyl)cyanothioformamide 97 with arylidene 98 the formation of the product was rationalized via 100-103 as detailed in Scheme 19 <2005PS(180)573>. 

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