Sources of common compounds: C8H7IO2

The synthetic route of 82998-57-0 has been constantly updated, and we look forward to future research findings.

82998-57-0, name is 3-Iodo-4-methylbenzoic acid, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 3-Iodo-4-methylbenzoic acid

3-Iodo-4-methylbenzoic acid (2.0 g, 7.6 irunol) was taken up in SOCl2 (4 mL) . The resulting slurry was allowed to reflux for 2h upon which time the reaction was concentrated under reduced pressure to afford the corresponding acid chloride, which was used without further purification. The off white acid-chloride solid was taken up in CH2Cl2 (70 mL) followed by the addition of DIEA (1.5 mL, 8.4 mmol) and 3- (trifluoromethyl)aniline (0.86 mL, 6.9 mmol) . The mixture was allowed to stir at room temperature for 3 h. The reaction mixture was diluted with CH2Cl2 (70 mL) and washed with aq. HCl (IM, 25 mL) , sat. aq. NaHCO3 (25 mL) , brine (25 mL) , dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 3-iodo-4-methyl-N- (3- (trifluoromethyl)phenyl)benzamide as an off white solid. MS m/z = 406 [M+H]+. CaIc’d for C15H11F3INO: 405; Step 4: N-cyclopropyl-3-iodo-4-methylbenzamide To 3-iodo-4-methylbenzoic acid (3.5 g, 13 mmol) was added thionyl chloride (10 mL) before heating the mixture to reflux for 1.5 h. The reaction mixture was concentrated in vacuo, and dissolved in DCM (50 mL) and Hnigs base (4.6 mL, 27 mmol). After the addition of eyelopropylamine (1.87 mL, 27 mmol) at -78 0C, the reaction mixture was stirred at ambient Temp, for about 3 h. The mixture was diluted with 100 mL DCM, washed with 20 mL saturated, aqueous. NaHCO3 and 20 mL 3 N HCl, and dried over anhydrous Na2SO4. The solid EPO obtained was suspended in EtOAc and filtered to give the title compound. MS (ES+) : 302 (M+H)+; 3-iodo-4-methylbenzoyl acid chlorideInto a 100 mL round bottom flask is placed -3-iodo-4- methyl benzoic acid (10 g, 38.175 mmol) and thionyl chloride (25 mL, 344 mmol) . The reaction was allowed to stir at reflux for 2 hours. The reaction was cooled to room temperature and concentrated under reduced pressure. The EPO concentrate was placed under high vacuum for about 24hr and afforded the title acid chloride as a light yellow solid.

The synthetic route of 82998-57-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2006/44823; (2006); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com