1- Chloro-35-dimethoxy benzene

Obtained by Friedel-Crafts reaction of pheny-lacetyl chloride with l-chloro-3,5-dimethoxy-benzene in the presence of aluminium chloride and zinc chloride in ethylene dichloride between 5° and 10°, then at r.t. for 1 h and subsequent demethylation at 65-70° for 3 h (54%) [5300]. 

Obtained by reaction of l-chloro-2,6-dimethoxy-benzene with 3-methoxyacetophenone in the presence of (DtBPIOPdClj (2 mol%) and NaOtBu (1.1 equiv) in dioxane at 100° (98%) [6270]. 

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>. 

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.)...

Reactions of 2-chloro- and 2,3-dichloroquinoxalines with carbanions give 2-quinoxalinyl ketones and 3-chloro-2-quinoxalinyl ketones, respectively e.g., 2-quinoxalinylacetophenone (151) from acetophenone anion.161 However, 2,3-dimethoxy- and 2,3-diethoxy-quinoxaline with methyl ethyl ketone and sodamide in anhydrous benzene give 2-amino derivatives rather than ketones.162... 

The following alkoxypyrazines have been prepared from the corresponding dichloropyrazines and alkoxide ions 2,3-dimethoxy-5,6-dimethyl(and diphenyl) (797) 2,3-dibenzyloxy (sodium benzyl oxide in benzyl alcohol at reflux for 24 hours (883)] [but 23-dichloropyrazine with sodium hydride and benzyl alcohol in xylene gave l,4-dibenzyl-2,3-dioxo-l,2,3,4-tetrahydropyrazine)(988)] 2-chloro-5-methoxy (838) 2,5-diethoxy-3,6-dimethyl (872) 2methanolic sodium methoxide refluxed for 2 h) 2,5-dimethoxy-3-phenyl (817) 2-chloro-5-methoxy(and ethoxy)-3,6-diphenyl (817) 2,5-dimethoxy-3,6-dimethyl (and diisopropyl) (844) 2,5-dimethoxy-3-isopropyl-6-methyl (methanolic potassium methoxide at reflux for 6 days) (844) 2(5)-s-butyl-3-chloro-6-ethoxy-5(2)-isobutyl (93) 2-chloro-6-methoxy (838, 883) 2,6-dimethoxy (reflux for 8h) (832) 2,6-diethoxy (reflux for 14 h) (883) 2-benzyloxy-6-chloro (1 equiv. of sodium hydride and benzyl alcohol in benzene at reflux) (832) 2,6-dibenzyloxy (5 equiv. of sodium benzyloxide in benzene at reflux gave 70%) (832) and 3,5-dimethoxy-2-methyl (535). 

Dimethoxy-l,4-benzoquinone adds to 3-chloro-l-methoxy-l,3-butadiene in various solvents (Eq. 11). The primary adduct eliminates methanol and aromatizes spontaneously. The reaction is practically quantitative in toluene after 3.5 h of irradiation. An important effect is also observed in methylene chloride solution, where the rate increase reaches a factor of >10. If in this solvent a catalysis by in situ generated hydrogen chloride is possible, another explanation must be found for the sonochemical effect observed in benzene or toluene solution. 

A soln. of Mg-iodide ether complex prepared from Mg-turnings and iodine in ether-benzene added dropwise to a stirred suspension of griseofulvin in benzene, and refluxed 3hrs. with stirring 7-chloro-4-hydroxy-6,2 -dimethoxy-6 -methyl-gris-2 -en-3,4 -dione. Y 79%. V. Arkley et al., Soc. 1962, 1260. 

The following aromatic compounds have been detected by GLC in small amounts in Evernia prunastri (L.) Ach. benzene, toluene, isopropylbenzene, m-ethyltoluene, mesitylene, 1,2,3-trimethylbenzene, isobutylbenzene, bro-mobenzene, l,2-dimethyl-3-ethylbenzene, 1-chloro-2,4-dimethoxy-6-methylbenzene, a,p-dimethylstyrene, naphthalene, bis-(p-tolyl)-1,2-ethane, phenol, 2-chloro-3-methoxy-5-methylphenol, phthalic acid and N,N-dimethyl-p-toluenesulfonamide (Gavin and Tabacchi 1975), and a,a-dimethylstyrene,... 

BrN2CgH9, Benzene, l,2-dihydroxy-4,5-diamino-, hydrobromide, 33 115 02Cl2PtS2C4Hi2, Platinum(II), dichlorobis-(dimethylsulfoxide)-, cis-, 33 192 02Cl4Pt2S2C4Hi2, Platinum(n), di- -chloro-dichloro-bis(dimethylsulfoxide)di-, 33 193 OzNaCeHg, Catechol, 4,5-diamino-, 33 112 O2N2C8H12, Benzene, l,2-dimethoxy-4,5-diamino-, 33 115... 

A soln. of 6,7-dimethoxy-l-(2-chloro-5-nitro)styrylisoquinoline in thiophene-free benzene UV-irradiated 39 hrs. with a 450 w. lamp 9,10-dimethoxy-2-nitro-dibenzo[a,f]quinolizinium chloride. Y 85%. F. e. s. L. Amoros-Marin and C. K. Bradsher, J. Heterocyclic Chem. 7, 1421 (1970). 

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