Accession Number:

ADA001755

Title:

Heterocylic Synthesis by Persulphate Oxidation.

Descriptive Note:

Final technical rept. 1 Nov 73-31 Oct 74,

Corporate Author:

ABERDEEN UNIV (SCOTLAND) DEPT OF CHEMISTRY

Personal Author(s):

Report Date:

1974-10-31

Pagination or Media Count:

24.0

Abstract:

The reaction of thionyl chloride with 2-carboxyisopropoxyazobenzenes gives 4-o-chloroanilinobenzoxazin-3-ones in good yield. Persulphate oxidation of a series of oximino-O-acetic acids derived from o-phenylbenzophenone, o-phenylacetophenone, and o-phenylbenzaldehyde gave phenanthridines in good yield. Persulphate oxidation of 2-alkylamino-3-phenyl-1,4-naphthoquinones in aqueous acetonitrile yields benzobcarbazole-6,11-diones by radical cyclisation. 2-Arylamino anilino, o-toluidino analogues also undergo radical coupling to form N,N-di3-phenyl-1,4-naphthoquinon-2-ylbenzidines. Mechanisms are discussed.

Subject Categories:

  • Organic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE