2-IODO-N-METHYLBENZAMIDE synthesis
- Product Name:2-IODO-N-METHYLBENZAMIDE
- CAS Number:58084-22-3
- Molecular formula:C8H8INO
- Molecular Weight:261.06
Yield:58084-22-3 96%
Reaction Conditions:
in toluene at 0 - 20; for 16.5 h;
Steps:
7.8
Example 7; Synthesis of 2-iodo-N-methyl-benzamide (Method 8) Thionyl chloride (29.4 mL, 404 mmol) is added to a solution of (2-iodo-benzoic acid (50.0 g, 202 mmol) in dry toluene (600 mL). The mixture is heated to reflux for 4 hours and the solvent is removed in vacuo. The remanence is redissolved in dry toluene (600 mL) and cooled to 0° C. 40% methylamine (aq., 94.1 mL, 1.21 mol) is added dropwise at 0-5° C. during 30 minutes. The mixture is then stirred at ambient temperature for 16 hours, poured onto water (300 mL) and extracted with ethyl acetate (3×300 mL) The combined organic fractions are washed successively with saturated sodium bicarbonate solution (250 mL) and brine (250 mL), dried (MgSO4) and concentrated in vacuo. This gives 50.8 g (96%) of crystalline 2-iodo-N-methyl-benzamide.
References:
US2006/287386,2006,A1 Location in patent:Page/Page column 16
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