Behaviour of 2-Bromo-1-1ndanol Towards Some Amines

M. E. Shaban; A. A. El-Khamry

Article | Open Access

Behaviour of 2-Bromo-1-1ndanol Towards Some Amines

M. E. Shaban and A. A. El-Khamry

Chemistry Department, Faculty of Science, Ain Shams University, Ahbassta, Cairo, Egypt.

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ABSTRACT:

2-Bromo-l-indanol (I) reacts with ethanolamine to give 2~hydroxy-l~(β - hydroxy) ethylamin-oidane (II). Attempt cyclisation of II by 70% aqueous sulphuric acid afforded 1 -ethenylamino-2-hydroxyindane (III). Benzoylation of III gave l-(N-benzoyl) ethenylamino- 2-benzoyloxyindane (IV). I reacts with semicarbazide hydrochloride to give (1,2-e)-indano-2-imino-2, 3, 4, 5, 6-pentahydro-I, 3, 4-oxadiazine (V). However, reaction of I with benzylamine or isobutylaminc gave l-benzylamino-2-hydroxyindane (VI) or 1-isobutylamindane (VII), respectively. The structure of the products was assigned on the basis of the spectra of n. m. r., mass and infrared as well as analytical data.

KEYWORDS:

2-Bromo-1-1ndanol; Amines