Printed in great Britain\* (Received in USA 21 AuLugust 1967) 3-Diazo?Jutaaoneinrefluxing carbon disulfide afforda anadduct C&&$\*ldBichm beem assigned stnxture Ia (or its gemetric iraner) (2), a fomulation analogous to Ib
The structure of the adduct from N-[p-bromobenzyl]-isoquinolinium bromide and carbon disulfide
โ Scribed by John E. Baldwin; Mildred C. McDaniel; M.Gary Newton; Iain C. Paul
- Publisher
- Elsevier Science
- Year
- 1966
- Tongue
- French
- Weight
- 105 KB
- Volume
- 7
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
N-[Benzyl]isoquinolinium halides and carbon disulfide heated in strongly basic aqueous dioxane give adducts which have been assigued structure I (2). The available evidence (2) is equally consistent with the alternative formulation II. For an analogous base-catalyzed reaction between an N-[benayll-5,4-dihydroisoquinolinium halide and carbon disulfide, the structural ambiguity in the edduct as to the direction of addition on the CS double bond was clearly recognized (5).
๐ SIMILAR VOLUMES
In Table for bond angle S(l)-C(2)-S(3) read 100.6' instead of 106.6O
The cyeloadduct 1 exists in a mobile equilibrium with isoquinolinium N-phenylimide (2) and CS 2. The reaction of 1 with 1-(diethylamino)propyne (3) afforded the 1:1:1 products 4 and $, the latter predominating with higher CS 2 concentration. The NMR spectra and an X-ray analysis of 4 clarified the s
The product formed from 2-diazo-2-phenylacetophenone (I) and carbon disul-
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