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Pilyugin, V. S.; Yakovleva, L. V.

doi:10.1023/a:1020993224642

Cited by 3 publications

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“…The reduction of nitro acetamide IV with hydrazine in the presence of FeCl 3 and activated charcoal according to [18] gave N- [4-(4-aminophenoxy)phenyl]-acetamide V in a yield of up to 80%; compound V was then quantitatively acylated with acetic anhydride to N- [4-(4-acetylaminophenoxy)phenyl]acetamide VI under the conditions similar to those given in [17].…”

Section: äääääääääääämentioning

confidence: 95%

Synthesis and Structure of Di[methoxy(ethoxy)carbonylamino-1H-benzimidazol-5-yl] Ethers

et al. 2005

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A procedure was developed for preparing di[methoxy(ethoxy)carbonylamino-1H-benzimidazol-5-yl] ethers by the reaction of methyl or ethyl chloroformate with sodium cyanamide, followed by the reaction of the resulting methyl or ethyl cyanocarbamate with 4-(3,4-diaminophenoxy)-1,2-phenylenediamine in acidic solution.Although numerous 2-aminobenzimidazole derivatives were prepared and tested for the biological activity [1311], search for new antihelminth agents among these compounds remains an urgent problem.It is known [12] that methyl (1H-benzimidazol-2-yl)carbamate exhibits, along with high antihelminth activity, also noticeable embryotoxicity. As follows from the existing views on the mechanism of the side effect of this compound [12,13], introduction of a ÄÄÄÄÄÄÄÄÄÄÄÄ substituent at the 5-position may reduce or eliminate the side effects. Therefore, we developed a procedure for preparing di[methoxy(ethoxy)carbonylamino-1H-benzimidazol-5-yl] ethers I and II.The synthesis involves preparation of 4-(4-nitrophenoxy)phenylamine III, its acylation with acetic anhydride to obtain N- [4-(4-nitrophenoxy)phenyl]-acetamide IV, and its subsequent transformations (Scheme 1). Scheme 1. 3 cc H 2 N ONa + 3 cc Cl NO 2 %%$ K 2 CO 3 3 cc H 2 N O 3 cc NO 2 III %%$ Ac 2 O 3 cc O 3 cc NO 2 IV AcHN %%%$ H 2 NNH 2 3 cc O 3 cc NH 2

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Section: äääääääääääämentioning

confidence: 95%

Synthesis and Structure of Di[methoxy(ethoxy)carbonylamino-1H-benzimidazol-5-yl] Ethers

et al. 2005

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Synthesis of 5(6)‐(4‐Aminophenylthio)‐2‐aminobenzimidazole Derivatives. Part 3. Preparation Procedure for 3,4,4′‐Triaminodiphenyl Sulfide.

Pilyugin¹,

Yakovleva²

2003

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Thioethers Thioethers Q 0580 Synthesis of 5(6)-(4-Aminophenylthio)-2-aminobenzimidazole Derivatives. Part 3. Preparation Procedure for 3,4,4'-Triaminodiphenyl Sulfide. -Under optimized condition the synthesis of (II) which is an important intermediate in the production of a number of helminthicidic agents, is performed in high yield and a purity no less than 93%. -(PILYUGIN, V. S.; YAKOVLEVA, L. V.; Russ.

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