2-amino-3-iodo-4-methylbenzoic acid synthesis

Yield:882679-23-4 96%

Reaction Conditions:

with iron;acetic acid in ethanol at 70; for 3 h;

Steps:

45

Example 45 Preparation of 2-amino-3-iodo-4-methyIbenzoic acid3-Iodo-4-methyl-2-nitrobenzoic acid (46.00 g, 150 mmol) was suspended in ethanol (500 mL) and acetic acid (86 mL, 1498 mmol). The mixture was heated to 70 ⁰C and iron (33 g, 599 mmol) was added in small portions. Stirring was continued for 3 h, and then the reaction was cooled down to RT and poured on 1.5 kg of crushed ice and 1 L of 5 N aqueous HCl. The mixture was extracted with ethyl acetate and the organic layer was dried with sodium sulfate, concentrated under vacuum and dried to give 2-amino-3-iodo- 4-methylbenzoic acid (40 g, 96%) as a tan solid. MS (M+H)⁺ 278

References:

WO2007/76092,2007,A2 Location in patent:Page/Page column 72