AQUEOUS HIGH-TEMPERATURE CHEMISTRY OF CARBOCYCLES AND HETEROCYCLES .19. PYRROLES AND INDOLES

被引：26

作者：

KATRITZKY, AR ^{[1
]}

LUXEM, FJ ^{[1
]}

MURUGAN, R ^{[1
]}

GREENHILL, JV ^{[1
]}

SISKIN, M ^{[1
]}

机构：

[1] EXXON RES & ENGN CO,CORP RES SCI LAB,ANNANDALE,NJ 08801

来源：

ENERGY & FUELS | 1992年 / 6卷 / 04期

关键词：

D O I：

10.1021/ef00034a014

中图分类号：

TE [石油、天然气工业]; TK [能源与动力工程];

学科分类号：

0807 ; 0820 ;

摘要：

The aquathermolysis reactivity of several nonbasic nitrogen heterocycles was investigated. Pyrrole undergoes extensive polymerization in 1.5 h at 250-degrees-C in the presence of acid. In water alone for 5 days at 250-degrees-C pyrrole gives a small amount of the cycloaddition product indole, but no thermal reaction occurred in cyclohexane. 2,5-Dimethylpyrrole was denitrogenated in water to the expected 3-methylcyclopent-2-en-1-one during 5 days at 250-degrees-C. Indole and methylindoles were stable in water and cyclohexane at 250-degrees-C, but in aqueous phosphoric acid the major reactions were intermolecular methyl transfers. Also, partial ring opening was observed after 5 days. At 350-degrees-C, in aqueous phosphoric acid, indole and methylindoles underwent charring and tar formation, with anilines and phenols formed as minor products.

引用

页码：450 / 455

页数：6

共 11 条

[1] ISOINDOLES FROM 2,5-DISUBSTITUTED PYRROLES [J].

BENDER, CO ;

BONNETT, R .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (24) :3036-&

[2]

BOUCHER LJ, 1981, COAL CHEM, P319

[3]

BRENKELMAN SP, 1982, J CHEM SOC CHEM COMM, P800

[4]

FURFARI S, 1982, ICTISTR20 IEA COAL R

[5]

JONES RA, 1984, COMPREHENSIVE HETERO, V4, P207

[6]

JONES RA, 1977, CHEM PYRROLS, pCH6

[7] AQUEOUS HIGH-TEMPERATURE CHEMISTRY OF CARBOCYCLES AND HETEROCYCLES .1. INTRODUCTION AND REACTION OF 3-PYRIDYLMETHANOL, PYRIDINE-3-CARBOXALDEHYDE, AND PYRIDINE-3-CARBOXYLIC ACID [J].

KATRITZKY, AR ;

LAPUCHA, AR ;

MURUGAN, R ;

LUXEM, FJ ;

SISKIN, M ;

BRONS, G .

ENERGY & FUELS, 1990, 4 (05) :493-498

[8]

KATRITZKY AR, 1985, HDB HETEROCYCLIC CHE, P170

[9]

KATRITZKY AR, 1992, ENERG FUEL, V6

[10]

KATRITZKY AR, 1992, ENERG FUEL, V4, P547

← 1 2 →