5-(Chlorosulfonyl)-2-methylbenzoic acid

[CHLOROSULFONIC] acid (50 [ML, ] 752 mmol) was added to a 250-mL round-bottom flask and [COOLED TO 0 °C IN THE] presence of nitrogen. o-Toluic acid (7, 10. 0 g, 73.4 mmol) was added in small portions over 2 min to give a brownish solution. The solution was warmed to room temperature and heated to [145 °C] overnight. The reaction mixture was then cooled to room temperature and poured over ice (ca 750 [G) L THE] resulting precipitate was filtered, washed with water and dried in a vacuum oven at [80 °C] for 7 h to afford 15.53 g (90percent) of 8 as an off-white solid [: 1H] NMR (DMSO-d6) 8 2.53 (s, 3H), 7.26 (d, J= 7.9 Hz, [1H), ] 7.63 (d, J= 7.9 Hz, 1H), 8.07 (s, [1H), ] 13.60 (br s, 1H).EXAMPLE 102: δ-Chlorosulfonyl^-methyl-benzoic acid; A mixture of o-toluic acid (15 g, 0.11 mol) and chlorosulfonic acid (30 ml) was heated at 100A mixture of o-toluic acid (15 g, 0.11 mol) and chlorosulfonic acid (30 ml) was heated at 100 °C under nitrogen for 2.5 h. The reaction mixture was then poured onto ice (500 ml) a nd the resulting precipitate was filtered, yielding the title compound as an off-white solid (20 g, 78percent yield). MP 151-155 °C.

Molecular Weight:234.66
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:233.9753576
Monoisotopic Mass:233.9753576
Topological Polar Surface Area:79.8
Heavy Atom Count:14
Complexity:319
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes