2-Amino-4-methylbenzothiazole → HCID 21256500, Verbindung

Reaktionsgleichung

C([O:3][C:4]([C:6]1[N:13]2[C:9]([S:10][C:11]3[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:12]=32)=[N:8][CH:7]=1)=O)C.NC1SC2C=CC=C(C)C=2N=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[F:18][C:16]1[CH:15]=[CH:14][C:12]2[N:13]3[C:6]([CH2:4][OH:3])=[CH:7][N:8]=[C:9]3[S:10][C:11]=2[CH:17]=1

Komponenten

Versuchsvorschrift

A solution of 7-fluoroimidazo[2,1-b]benzothiazole-3-carboxylic acid ethyl ester, (synthesized from 2-amino-methylbenzothiazole according to a modification of the procedures described by Fajeli et al., Heterocycles, 1986, 24, 379) (1.93 g) in dry THF (50 mL) at 0° was treated with LiAlH4 (0.36 g) and reacted at 25° for one hour. The suspension was quenched by serial addition of water and 15% sodium hydroxide. The suspension was filtered and the filtrate was evaporated to yield crude 7-Fluoro-imidazo[2,1-b]benzothiazole-3-methanol (Formula L-2) (1.59 g). Crystallization of crude 7-Fluoro-imidazo[2,1-b]benzothiazole-3-methanol (Formula L-2) from acetonitrile gave pure 7-Fluoro-imidazo[2,1-b]benzothiazole-3-methanol (Formula L-2) (1.3 g), m.p. 240-241°.