Formaldehyde → 5-(Dimethylamino)-2-nitrobenzoic acid

Participants

Reaction Steps

Sodium cyanoborohydride (690 mg, 10.99 mmol) was added portion wise to a mixture of 5-amino-2-nitro benzoic acid (500 mg, 2.74 mmol) and formaldehyde (40% aqueous, 2.5 mL, 83.33 mmol) in acetonitrile (10 mL) and the mixture was stirred for 16 hr. Methanol (10 mL) was added and the reaction mixture was evaporated in vacuo to afford 5-dimethylamino-2-nitro-benzoic acid (900 mg, 89%) as brownish yellow solid.

Provenance & Evidence