Sodium Hydroxide → 6-[(2,6-Dichlorobenzyl)oxy]-1,3-benzothiazol-2-amine

Participants

Reaction Conditions

Reaction Steps

add 289 mg of 2-(bromomethyl)-1,3-dichlorobenzene to a solution of 200 mg of 2-amino-1,3-benzothiazol-6-ol in 12.1 cm3 of a 0.1N aqueous solution of sodium hydroxide. The suspension obtained is stirred for 24 hours at about 20° C. The pH is then adjusted to the range 4-5 by adding glacial acetic acid then to 6-7 by adding solid sodium hydrogen carbonate. The mixture obtained is extracted 3 times with 40 cm3 of dichloromethane. The organic phases are combined, dried over magnesium sulphate, treated with vegetable black, then filtered and concentrated under reduced pressure (0.2 kPa). After purification of the residue by filtration on silica [eluent: dichloromethane/methanol (95/5 by volume)], we obtain 70 mg of 6-[(2,6-dichlorobenzyl)oxy]-1,3-benzothiazol-2-amine in the form of a grey meringue, which has the following characteristics:

Provenance & Evidence