‘A mess’ and ‘rows’: evaluation in prime-time TV news by MARIANNA PATRONA


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TABLE III. N-METHYL-MORPHINANS R R H . p. 61° base H ON Formula C 1 7 H 2 3 Ref. M D N 111,112,128 132,122,123, 24,26 H H HC1 231-233° C H 2 3 N • HC1 H H HBr 203-205° Ci7H 2 3 N • HBr H H 205° C 1 7 H 2 3 N • H H H H2SO iodo- 253° C 1 8 H 2 6 NI 4 1 7 2 SO 111,112,26 4 dn 180 m dl* 111, 112, 155 111, 112 methylate H H picrate (186°) 207° dl 121, 132 H H phosphate 241-243° w 128 H H if-tartrate 115-117° H H base 132 H NO 2 picrate 248° ( - ) t - 5 6 t dl 116 H NO 2 HC1 268° dl* 116 NO2(2) H NO2(2) H H N H NH2(2) 33-35° picrate C 1 7 H 2 2 O2N 2 • HC1 207-209° dl 132 HC1 265° dl* 116 base 114-115° dl* 116 H base 135-137° dl* 116 H CH3CONH HBr 113-116° CH3CONH(2) H base 134-135° 2 Strong analgesic activity W e a k o r n o analgesic activity | j s e e p h a r m o c o l o g i c a l p a r t .

The glycol (151) was then transformed into the aldehyde and reduced by the WOLFF-KISHNER method. The oxidation of the reduction product with chromic acid led to the 10-keto derivative (154) which was subjected to ozonization. This reaction yielded (—yds-[2-methyl-2-carboxy-cyclohexyl-( 1 )]-acetic acid (155) which was identical with the dicarboxylic acid obtained by the decomposition of thebaine ( 1 6 5 ) and abietic acid (166) . In this way the relationship of the asymmetric carbon atoms 13 and 14 of the morphinans to those of morphine (156) was unambiguously established and their configuration correlated to glyceraldehyde.

Formula Ref. WD HBr 178-180° C20H29ON • HBr - 46-67 f 161 HC1 220-221° C21H31ON-HC1 -56-5f 180 HO CH3 11 CH2CH—C2H5 CH3 J-tartrate HO CH2CH2CH—C2H5 J-tartrate 215-217° C21H31ON-C4H6O6 120° C 22 H 33 0N-C 4 H 6 0 6 ={= -37-6 180 -32-4f 180 CH3 HO CH2CH2CH—CH3 HC1 171-172° C21H31ON-HC1 - 41-831 180 168-170° C22H33ON • C4H6O6 -28-4* 180 (-)t 180 CH3 CH3O CH2CH2CHCH3 ^-tartrate HO CH2(CH2)4CH3 HC1 225° C22H23ON • HC1 CH3 CH3O CH2CH2CHC2H5

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