A new synthesis of 1,3-thiazines and their transformation into 1-substituted-6-alkyluracils by extrusion of carbonyl sulfide

Tetrahedron Letters

Volumn 44, Issue 28, 2003, Pages 5279-5280

  Yuskovets, Valera N ^a   Ivin, Boris A ^a  

^a ST PETERSBURG STATE CHEMICAL PHARMACEUTICAL ACADEMY   (Russian Federation)

Author keywords

1,3 disubstituted urea; 1,3 thiazine; 6 methyluracil; Carbonyl sulfide; Malonic acid; Thiocyanate

Indexed keywords

1 PHENYL 6 METHYLURACIL; 1,3 THIAZINE DERIVATIVE; ACID ANHYDRIDE; ALIPHATIC AMINE; AROMATIC AMINE; CARBONYL DERIVATIVE; CARBONYL SULFIDE; MALONIC ACID; THIOCYANATE POTASSIUM; UNCLASSIFIED DRUG; URACIL DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; FILTRATION; PRECIPITATION; SYNTHESIS;

EID: 0038345947     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01262-0     Document Type: Article

References (12)

1. For reviews on 1,3-thiazine chemistry, see: (a) Mironova, G. A.; Kuklin, V. N.; Kirillova, Ye. N.; Ivin, B. A. Chem. Heterocycl. Compd. (Engl. Transl.) 1986, 22, 1-13; (b) Quiniou, H.; Guilloton, O. Adv. Heterocycl. Chem. 1990, 50, 85-156; (c) Ryabukhin, Yu. I.; Korzhavina, O. B.; Suzdalev, K. F. Adv. Heterocycl. Chem. 1996, 66, 131-191.
2. For reviews on 1,3-thiazine chemistry, see: (a) Mironova, G. A.; Kuklin, V. N.; Kirillova, Ye. N.; Ivin, B. A. Chem. Heterocycl. Compd. (Engl. Transl.) 1986, 22, 1-13; (b) Quiniou, H.; Guilloton, O. Adv. Heterocycl. Chem. 1990, 50, 85-156; (c) Ryabukhin, Yu. I.; Korzhavina, O. B.; Suzdalev, K. F. Adv. Heterocycl. Chem. 1996, 66, 131-191.
3. For reviews on 1,3-thiazine chemistry, see: (a) Mironova, G. A.; Kuklin, V. N.; Kirillova, Ye. N.; Ivin, B. A. Chem. Heterocycl. Compd. (Engl. Transl.) 1986, 22, 1-13; (b) Quiniou, H.; Guilloton, O. Adv. Heterocycl. Chem. 1990, 50, 85-156; (c) Ryabukhin, Yu. I.; Korzhavina, O. B.; Suzdalev, K. F. Adv. Heterocycl. Chem. 1996, 66, 131-191.
4. +, 28%), 127 (28), 99 (30), 84 (22), 69 (25), 43 (100).
5. +, 45%), 187 (25), 144 (35), 91 (100), 65 (27), 39 (15).
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10. +, 100%), 200 (12), 159 (52), 133 (88), 92 (16), 65 (32), 50 (12), 39 (24).
11. +, 20%), 127 (30), 126 (43), 96 (100), 55 (33), 39 (25).
12. 6, 125 MHz) δ 162.9, 158.4, 151.4, 136.3, 129.24, 129.19, 128.81, 98.7, 25.66, 10.96.