Sodium Hydroxide → HCID 19081762, compound

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Reaction Steps

322 mg of 5-(3'-(4-nitrobenzene-sulphonylamino)-5,6-dimethoxy-biphenyl-3-ylmethyl)-pyrimidine-2,4-diamine (Example 4f)) are dissolved in 15 ml of glacial acetic acid and treated portionwise with 650 mg of iron powder. The mixture is stirred at room temperature for 2 hrs. Subsequently, it is poured on to ice-water, made alkaline with dilute sodium hydroxide solution and filtered. The residue and the aqueous phase are washed with ethyl acetate; the combined organic phases are dried, evaporated and the residue is chromatographed on silica gel. Eluent: methylene chloride/methanol/conc. ammonia 90:10:1. 230 mg (76%) of 5-(3'-(4-aminobenzene-sulphonylamino)-5,6-dimethoxy-biphenyl-3-ylmethyl)-pyrimidine-2,4-diamine are isolated as a yellowish solid. M.p. 223°-226°.

Provenance & Evidence