Ammonia → 3-Iodobenzamide

A suspension of 3-iodobenzoic acid (4.04 g, 16.2 mmol) in dichloromethane (30 mL) was treated with 2M oxalyl chloride (16 mL, 32 mmol, hexane) followed by two drops of N,N-dimethylformamide and stirred at ambient temperature for 2 hours. After this time the solvent was removed in vacuo and the residue dissolved in tetrahydrofuran (30 ml). The solution was cooled to 0° C. and treated with 2M ammonia (20 mL, 40 mmol, methanol) and the mixture stirred for 30 minutes. The mixture was then filtered and the solvent removed in vacuo. Recrystallization of the residue from methanol afforded 3.5 g (87%) of 3-iodobenzamide, as a white solid.

1. customAfter this time the solvent was removed in vacuo
2. dissolutionthe residue dissolved in tetrahydrofuran (30 ml)
3. temperatureThe solution was cooled to 0° C.
4. stirringthe mixture stirred for 30 minutes
5. filtrationThe mixture was then filtered
6. customthe solvent removed in vacuo
7. customRecrystallization of the residue from methanol

ORD-Eintrag

ord-b9997e71f74541c1aecc9f0a0728e832

Quelldatensatz

uspto-grants-2003_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06660753B2