Studies on Seven-membered Ring Compounds. XVI. Synthesis of 2-Substituted Cycloheptimidazole Derivatives
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In order to obtain 2-substituted cycloheptimidazole, the reaction of 2-methoxytropone (I) with substituted guanidine and amidine was carried out. Reaction of I with monoalkylguanidine afforded a small amount of 2-alkylaminocycloheptimidazole besides 1-alkyl-2-imino-1, 2-dihydrocycloheptimidazole. Reaction of 2-bromo-7-methoxytropone with monoalkylguanidine afforded 2-alkylamino-4-bromocycloheptimidazole and rearranged product, 2-amino-3-alkyl-4(3H)-quinazolinone. However, reaction of dialkylguanidine with I and 2-bromo-7-methoxytropone afforded only one product, 2-dimethylamino-and 2-dimethylamino-4-bromocycloheptimidazole, respectively. Reaction of aromatic amidine with I or 2-chlorotropone afforded 2-phenyl-and 2-pyridylcycloheptimidazole derivatives. Among cycloheptimidazole derivatives, 2-dimethylaminocycloheptimidazole has been found to undergo easily electrophilic substitution reaction, bromination and nitration.
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 13 (4), 465-472, 1965
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390282679147222528
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- NII論文ID
- 110003619593
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- NII書誌ID
- AA00602100
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- COI
- 1:CAS:528:DyaF2MXkt1Cju7c%3D
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- ISSN
- 13475223
- 00092363
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- PubMed
- 14294842
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- 本文言語コード
- en
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- データソース種別
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- JaLC
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- PubMed
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可