Уважаемые коллеги!
Помогите пожалуйста с поисками методов синтеза следующего соединения:
CCSC=1SC(NC(=O)C=1\N=[N+]=[N-])c2ccccc2
+++поиск по Reaxys + SF
+++поиск по Reaxys + SF
Последний раз редактировалось thiazin Вт ноя 22, 2011 11:04 am, всего редактировалось 1 раз.
Re: поиск по Reaxys + SF
reaxys не найдено, с любыми SAlk, в том числе и как SSS.
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Arkadii_Tarasevych
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Re: поиск по Reaxys + SF
В SF тоже именно такого соединения не найдено. Если искать по сходным структурам кое-что есть. Вместо азидо группы нитрильная:
1. Improved oxygen/sulfur exchange reagents By Yokoyama, Masataka; Hasegawa, Yutaka; Hatanaka, Hidekatsu; Kawazoe, Yuki; Imamoto, Tsuneo From Synthesis (1984), (10), 827-9. Language: English, Database: CAPLUS
Dithiaphosphetane disulfides I (R = H, OMe), prepd. by refluxing P4S10 with p-RC6H4SH in 1,2,4-trichlorobenzene 30 min, were used to sulfurate carboxylic acids and amides. Thus, BzOH gave 61% PhCS2Ph and NCCH2CONH2 gave 71% NCCH2C(S)NH2.
SubstancesReactions~20 Citings Full TextLink0 Comments 0 Tags
2. S,N double rearrangement. 2. X-ray crystal structures of rearranged products By Yokoyama, Masataka; Nakamura, Masaki; Ohteki, Hiroko; Imamoto, Tsuneo; Yamaguchi, Keiichi From Journal of Organic Chemistry (1982), 47(6), 1090-4. Language: English, Database: CAPLUS
Condensation of MeSC(SH):C(CN)CONH2 with BzOH in the presence of polyphosphate ester gave I (X = S, Y = O), which rearranged to I (X = O, Y = S) in boiling EtOH. Redn. of I (X = O, Y = S) by NaBH4 gave II. The structures of both I and of II were detd. by x-ray anal.
SubstancesReactions~2 Citings Full TextLink0 Comments 0 Tags
3. A novel S,N-double rearrangement; x-ray crystal structure of 5-carbamoyl-4-methylthio-2-phenyl-1,3-thiazin-6-one and its 2,3-dihydro derivative By Yokoyama, Masataka; Nakamura, Masaki; Imamoto, Tsuneo; Yamaguchi, Keiichi From Journal of the Chemical Society, Chemical Communications (1981), (11), 560-1. Language: English, Database: CAPLUS
Cyclocondensation of NCC(CONH2):C(SMe)SH with BzOH in the presence of polyphosphate ester gave the title thiazinone (I), via a novel S,N double rearrangement. The structure of I and its 2,3-dihydro deriv. were detd. by x-ray crystallog. anal.
SubstancesReactions~0 Citings Full TextLink0 Comments 0 Tags
4. α,α'-Dicyano(1,3-dithiacyclobutene-2,4-diylidene)diacetamides (desaurins) from thiazine derivatives By Yokoyama, Masataka From Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1975), (14), 1417-18. Language: English, Database: CAPLUS
Hydrogenolysis of the thiazine derivs. I [R = H, R1 = Ph; R = Me, R1 = Et; RR1 = (CH2)5] with LiAlH4 or NaBH4 caused ring cleavage and formation of the corresponding acrylamides, MeSC(SH):C(CN)CONHCHRR1 (II). Refluxing II in AcO2 gave III (overall yields 51, 68, and 75%, resp.).
SubstancesReactions~1 Citing Full TextLink0 Comments 0 Tags
5. Novel synthesis of 4H-1,3-thiazin-4-one derivatives By Yokoyama, Masataka From Bulletin of the Chemical Society of Japan (1971), 44(6), 1610-13. Language: English, Database: CAPLUS
4H-2,5,6-Substituted-2,3-dihydro-1,3-thiazin-4-ones were prepd. by the condensation reaction of β-alkylthio-β-mercapto-α-cyanoarylamide with a variety of ketones and aldehydes in an acidic medium.
1. Improved oxygen/sulfur exchange reagents By Yokoyama, Masataka; Hasegawa, Yutaka; Hatanaka, Hidekatsu; Kawazoe, Yuki; Imamoto, Tsuneo From Synthesis (1984), (10), 827-9. Language: English, Database: CAPLUS
Dithiaphosphetane disulfides I (R = H, OMe), prepd. by refluxing P4S10 with p-RC6H4SH in 1,2,4-trichlorobenzene 30 min, were used to sulfurate carboxylic acids and amides. Thus, BzOH gave 61% PhCS2Ph and NCCH2CONH2 gave 71% NCCH2C(S)NH2.
SubstancesReactions~20 Citings Full TextLink0 Comments 0 Tags
2. S,N double rearrangement. 2. X-ray crystal structures of rearranged products By Yokoyama, Masataka; Nakamura, Masaki; Ohteki, Hiroko; Imamoto, Tsuneo; Yamaguchi, Keiichi From Journal of Organic Chemistry (1982), 47(6), 1090-4. Language: English, Database: CAPLUS
Condensation of MeSC(SH):C(CN)CONH2 with BzOH in the presence of polyphosphate ester gave I (X = S, Y = O), which rearranged to I (X = O, Y = S) in boiling EtOH. Redn. of I (X = O, Y = S) by NaBH4 gave II. The structures of both I and of II were detd. by x-ray anal.
SubstancesReactions~2 Citings Full TextLink0 Comments 0 Tags
3. A novel S,N-double rearrangement; x-ray crystal structure of 5-carbamoyl-4-methylthio-2-phenyl-1,3-thiazin-6-one and its 2,3-dihydro derivative By Yokoyama, Masataka; Nakamura, Masaki; Imamoto, Tsuneo; Yamaguchi, Keiichi From Journal of the Chemical Society, Chemical Communications (1981), (11), 560-1. Language: English, Database: CAPLUS
Cyclocondensation of NCC(CONH2):C(SMe)SH with BzOH in the presence of polyphosphate ester gave the title thiazinone (I), via a novel S,N double rearrangement. The structure of I and its 2,3-dihydro deriv. were detd. by x-ray crystallog. anal.
SubstancesReactions~0 Citings Full TextLink0 Comments 0 Tags
4. α,α'-Dicyano(1,3-dithiacyclobutene-2,4-diylidene)diacetamides (desaurins) from thiazine derivatives By Yokoyama, Masataka From Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1975), (14), 1417-18. Language: English, Database: CAPLUS
Hydrogenolysis of the thiazine derivs. I [R = H, R1 = Ph; R = Me, R1 = Et; RR1 = (CH2)5] with LiAlH4 or NaBH4 caused ring cleavage and formation of the corresponding acrylamides, MeSC(SH):C(CN)CONHCHRR1 (II). Refluxing II in AcO2 gave III (overall yields 51, 68, and 75%, resp.).
SubstancesReactions~1 Citing Full TextLink0 Comments 0 Tags
5. Novel synthesis of 4H-1,3-thiazin-4-one derivatives By Yokoyama, Masataka From Bulletin of the Chemical Society of Japan (1971), 44(6), 1610-13. Language: English, Database: CAPLUS
4H-2,5,6-Substituted-2,3-dihydro-1,3-thiazin-4-ones were prepd. by the condensation reaction of β-alkylthio-β-mercapto-α-cyanoarylamide with a variety of ketones and aldehydes in an acidic medium.
Re: поиск по Reaxys + SF
Спасибо за содействие! Хорошо что нет информации, пойду замешаю.
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