Pyrimidine Reversal of Emimycin Inhibition of Escherichia Coli

Synthesis and the crystal structure of 4-(2-deoxy-.beta.-D-erythro-pentofuranosyl)-6-methyl-1,2,4-triazin-3-(4H)-one 1-oxide, a structural analog of thymidine

“…1,1-DimethoxyacetoneThiosemicarbazone (1). A mixture of 1,1-dimethoxyacetone (118 g, 1 mol) and thiosemicarbazide (91 g, 1 mol) in methanol (700 mL) was heated at reflux temperature for 15 min.…”

“…Although the compound 6 has always been formed during oxidation of 4 under different conditions, at low temperatures (below 0 °C) a 40% yield of the N-l-oxidized product 5 was obtained. In addition to 5 and 6, small amounts of isomeric 3-methoxy-6-methyl-l,2,4-triazine 2-oxide (1%) and 0.2097 (4) 0.7048 (4) 0.5732 (3) 0.5787 (4) 0.9863 (4) 0.5127 (4) 0.4593 (4) 0.6437 (4) 0.3849 (5) 0.7724 (5) 0.7001 (3) 0.9744 (5) 0.4286(4) 0.3913 (4) 0.5912 (4) 0.6564 (4) 0.8825 (5) 0.6820 (2) 0.8540 (0) 0.5950 (2) 0.3876 (2) 0.5534 (2) 0.6767 (2) 0.7675 (2) 0.7974 (2) 0.7078 (2) 0.7714 (2) 0.7099 (2) 0.8134 (3) 0.6101 (2) 0.5245 (2) 0.4781 (2) 0.5086(2) 0.5102 (3) 0.5882(6) 0.4867 (5) 1.3129 (4) 1.0215 (5) 1.2808 (6) 0.9089 f5) 0.5228 (5) 0.6232 (5) 0.6675 (6) 0.8681 (6) 1.0038 (5) 0.9603 (8) 1.0641 (6) 0.9157 (7) 1.0243 (5) 1.3179 (5) 1.4481 (6) 0.0172(5) 0.0284 (7) 0.0196 (4) 0.0253 (6) 0.0171 (4) 0.0154 (4) 0.0211 (6) 0.0214 (6) 0.0183 (6) 0.0160(6) 0.0114 (4) 0.0175 (6) 0.0151 (5) 0.0139 (5) 0.0147 (5) 0.0158(5) 0.0162 (6) 0.00376 (10) 0.0390 0.00417 (11) 0.0373 0.00302 (9) 0.0221 0.00248 (8) 0.0290 0.00497 (12) 0.0387 0.00252 (9) 0.0240 0.00298 (10) 0.0243 0.00261 (9) 0.0253 0.0026 (1) 0.0249 0.0027 (1) 0.0291 0.0027 (1) 0.0261 0.0036 (1) 0.0463 0.0028 (1) 0.0266 0.0030 (1) 0.0287 0.0030 (1) 0.0196 0.0025 (1) 0.0207 0.0037 (1) 0.0253 (10) 0.0006 (4) -0 (9) -0.0007 ( 5) 0 (7) 0.0006( 4) 0 (8) -0.0014 (4) -0 (10) -0.0057 ( 4) 0 (8) 0.0010 (4) 0 (8) 0.0025 (4) -0 (8) 0.0028 ( 4) 0 (10) 0.0021 (4) 0 (10) 0.0022 (4) 0 (9) 0.0015(3) 0 (15) -0.0007 (6) 0 (9) 0.0002 ( 5) 0 (10) -0.0016 ( 5) 0 (8) -0.0017 ( 5) 0 (8) -0.0012 (4) (11) -0.0012 (5) -0 .0067 (12) -0.0013 (6) .0132 (13) 0.0094 (6) .0089 (9) -0.0016 (4) .0003 (11) -0.0012 (5) .0091 (11) 0.0018 (6) .004 (1) -0.0003 (5) .001 (1) -0.0000 (6) .010(1) 0.0019 (5) .001 (1) -0.0025 ...…”