Polycyclic N-Hetero Compounds. XVII.1) Reactions of Heterocyclic Active Methyl Group with Formamide or Trisformylaminomethane

Takashi Hirota; Takaji Koyama; Chizuko Basho; Tetsuto Nanba; Kenji Sasaki; Masatoshi Yamato

doi:10.1248/cpb.25.3056

Polycyclic N-Hetero Compounds. XVII.¹) Reactions of Heterocyclic Active Methyl Group with Formamide or Trisformylaminomethane

Takashi Hirota, Takaji Koyama, Chizuko Basho, Tetsuto Nanba, Kenji Sasaki, Masatoshi Yamato

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

Abstract

Pyrimidine formation from active methyl group on heterocycles is described. 2-Methyl-pyridine (I), -quinoline (III), -pyrazine (IX), -benzothiazole (XX), 2,4-dimethyl-quinoline (VII), and -thiazole (XIII) were successful in pyrimidine formation. 2-Methyl-imidazole (XI), -benzimidazole (XV), -benzoxazole (XVI), and 2,4-dimethyloxazole (XII) were unsuccessful. Compound (III) gave pyrazine (V) and pyridine (VI) derivatives and pyridine formation occurred also in XX.

Original language	English
Pages (from-to)	3056-3060
Number of pages	5
Journal	Chemical and Pharmaceutical Bulletin
Volume	25
Issue number	11
DOIs	https://doi.org/10.1248/cpb.25.3056
Publication status	Published - 1977

Keywords

azoles
formamide
heterocyclic active methyl group
pyrazine
pyrazine formation
pyridine
pyridine formation
pyrimidine formation
trisformylaminomethane

ASJC Scopus subject areas

Chemistry(all)
Drug Discovery

Access to Document

10.1248/cpb.25.3056

Cite this

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title = "Polycyclic N-Hetero Compounds. XVII.1) Reactions of Heterocyclic Active Methyl Group with Formamide or Trisformylaminomethane",

abstract = "Pyrimidine formation from active methyl group on heterocycles is described. 2-Methyl-pyridine (I), -quinoline (III), -pyrazine (IX), -benzothiazole (XX), 2,4-dimethyl-quinoline (VII), and -thiazole (XIII) were successful in pyrimidine formation. 2-Methyl-imidazole (XI), -benzimidazole (XV), -benzoxazole (XVI), and 2,4-dimethyloxazole (XII) were unsuccessful. Compound (III) gave pyrazine (V) and pyridine (VI) derivatives and pyridine formation occurred also in XX.",

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author = "Takashi Hirota and Takaji Koyama and Chizuko Basho and Tetsuto Nanba and Kenji Sasaki and Masatoshi Yamato",

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language = "English",

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T1 - Polycyclic N-Hetero Compounds. XVII.1) Reactions of Heterocyclic Active Methyl Group with Formamide or Trisformylaminomethane

AU - Hirota, Takashi

AU - Koyama, Takaji

AU - Basho, Chizuko

AU - Nanba, Tetsuto

AU - Sasaki, Kenji

AU - Yamato, Masatoshi

PY - 1977

Y1 - 1977

N2 - Pyrimidine formation from active methyl group on heterocycles is described. 2-Methyl-pyridine (I), -quinoline (III), -pyrazine (IX), -benzothiazole (XX), 2,4-dimethyl-quinoline (VII), and -thiazole (XIII) were successful in pyrimidine formation. 2-Methyl-imidazole (XI), -benzimidazole (XV), -benzoxazole (XVI), and 2,4-dimethyloxazole (XII) were unsuccessful. Compound (III) gave pyrazine (V) and pyridine (VI) derivatives and pyridine formation occurred also in XX.

AB - Pyrimidine formation from active methyl group on heterocycles is described. 2-Methyl-pyridine (I), -quinoline (III), -pyrazine (IX), -benzothiazole (XX), 2,4-dimethyl-quinoline (VII), and -thiazole (XIII) were successful in pyrimidine formation. 2-Methyl-imidazole (XI), -benzimidazole (XV), -benzoxazole (XVI), and 2,4-dimethyloxazole (XII) were unsuccessful. Compound (III) gave pyrazine (V) and pyridine (VI) derivatives and pyridine formation occurred also in XX.

KW - azoles

KW - formamide

KW - heterocyclic active methyl group

KW - pyrazine

KW - pyrazine formation

KW - pyridine

KW - pyridine formation

KW - pyrimidine formation

KW - trisformylaminomethane

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