2,3-Benzothiepine, chloro

Benzothiazolone, 3-alkyl-, 53 2,3-Benzothiepine, chloro-, 74 Benzothiophenes, nucleophilic substitution of, 370... 

A solution of 2-bromo-4-chloro-5-phenyl-2,3-dihydro-1-benzothiepin (1.02 g, 2.84 mmol) in THF (3 mL) was added in one portion to a solution of DBN (0.52 g, 4.2 mmol) in THF (3 mL) at rt. After stirring for 2h, the red mixture, containing some precipitate, was poured into 10% aq HC1 (20 mL) and the aqueous solution was extracted with CHCl, (2x15 mL). The combined extracts were washed with H20, dried (MgS04) and carefully concentrated in vacuo at subambient temperature. The yellow oil, which solidified on cooling, was chromatographed [alumina (Merck 71707,25 g), hexane] to give colorless crystals yield 0.58 g (76%) mp 87-88 °C. 

Benzodithiepins have not been much studied but 7-chloro-2,3-dihydro-51 /-l,4-dithiepin has been prepared by the action of base on 2-(2-chloroethylthio)-5-chlorobenzyl isothiouronium chloride (72HC(26)667, p. 787). l,5-Benzothiepin-2-one has recently been... 

PROPANAMINE, 1 -CHLORO-N,N-DIMETHYL-, HYDROCHLORIDE see CGJ280 2-PROPANAMINE, N-(2-CHLOROETHYL)-N-(l-METHYLETHYL)-, HYDROCHLORIDE see CGV600 1-PROP AN AMINE, N,N-DIMETHYL-3-THIENO(2,3-C)(2)BENZOTHIEPIN-4(9H)-YLIDNEN-,S-OXIDE, (E)-, (Z)-2-BUTENEDIOATE (1 1) seeDXI480... 

The scope of the synthesis of 4-chloro-l-benzothiepins from benzothio-pyranones (121) has been extended by introducing a 5-alkyl or -aryl group via Grignard addition. The ring-expansion of a 3-benzothiepinone to the 4,1-benzothiazocine (122) by a Beckmann rearrangement has been described. ... 

Insertion reactions of diazomethane with 1-chlorothioisochroman lead to 2-chloro-l,2,4,5-tetrahydro-3-benzothiepin and 1-chloromethyIthioiso-chroman. Other thioisochroman derivatives have been prepared by condensation reactions with the carbanion derived from 1-cyanothioiso-chroman. " A 1,4-disubstituted thioisochroman is postulated as the unstable intermediate involved in the conversion of o-divinylbenzene (67) into the benzo[c]thiophen derivative (68)." ... 

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