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Title: Rearrangement of N-methylaniline over H-ZSM-5, H-Theta-1, and H-Y zeolites

Abstract

It was reported recently that aniline in the presence of ammonia was converted to picolines over zeolite catalysts. The picolines are important intermediates in the dye and resins industries. However, no report has appeared on the reactions of arylamines over zeolites despite the fact that nitrogen heterocycles make up part of the structure of oil shale kerogens. The thermal arrangement of N-alkylaniline hydrochlorides in a sealed tube to give ring-alkylated anilines has long been known as the Hoffmann-Martius rearrangement. In this note, the authors describe the rearrangement of N-methylaniline involving a methyl-N bond cleavage to ring-alkylated anilines and N-methylation to N, N-dimethylaniline over H-ZSM-5, H-Theta-1 and H-Y zeolites.

Authors:
; ;  [1]
  1. (Univ. of Manchester (United Kingdom))
Publication Date:
OSTI Identifier:
5154919
Resource Type:
Journal Article
Journal Name:
Journal of Catalysis; (United States)
Additional Journal Information:
Journal Volume: 143:2; Journal ID: ISSN 0021-9517
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; 04 OIL SHALES AND TAR SANDS; AMINES; ISOMERIZATION; AROMATICS; ZEOLITES; CATALYTIC EFFECTS; HETEROGENEOUS CATALYSIS; REACTION INTERMEDIATES; CATALYSIS; CHEMICAL REACTIONS; INORGANIC ION EXCHANGERS; ION EXCHANGE MATERIALS; MATERIALS; MINERALS; ORGANIC COMPOUNDS; SILICATE MINERALS; 400201* - Chemical & Physicochemical Properties; 040404 - Oil Shales & Tar Sands- Purification

Citation Formats

Mordi, R.C., Dwyer, J., and Fields, R. Rearrangement of N-methylaniline over H-ZSM-5, H-Theta-1, and H-Y zeolites. United States: N. p., 1993. Web. doi:10.1006/jcat.1993.1305.
Mordi, R.C., Dwyer, J., & Fields, R. Rearrangement of N-methylaniline over H-ZSM-5, H-Theta-1, and H-Y zeolites. United States. doi:10.1006/jcat.1993.1305.
Mordi, R.C., Dwyer, J., and Fields, R. Fri . "Rearrangement of N-methylaniline over H-ZSM-5, H-Theta-1, and H-Y zeolites". United States. doi:10.1006/jcat.1993.1305.
@article{osti_5154919,
title = {Rearrangement of N-methylaniline over H-ZSM-5, H-Theta-1, and H-Y zeolites},
author = {Mordi, R.C. and Dwyer, J. and Fields, R.},
abstractNote = {It was reported recently that aniline in the presence of ammonia was converted to picolines over zeolite catalysts. The picolines are important intermediates in the dye and resins industries. However, no report has appeared on the reactions of arylamines over zeolites despite the fact that nitrogen heterocycles make up part of the structure of oil shale kerogens. The thermal arrangement of N-alkylaniline hydrochlorides in a sealed tube to give ring-alkylated anilines has long been known as the Hoffmann-Martius rearrangement. In this note, the authors describe the rearrangement of N-methylaniline involving a methyl-N bond cleavage to ring-alkylated anilines and N-methylation to N, N-dimethylaniline over H-ZSM-5, H-Theta-1 and H-Y zeolites.},
doi = {10.1006/jcat.1993.1305},
journal = {Journal of Catalysis; (United States)},
issn = {0021-9517},
number = ,
volume = 143:2,
place = {United States},
year = {1993},
month = {10}
}