Methanesulfonic Acid → HCID 22139422, compound

HRID 1825810Notes

Reaction equation

HRID 1825810 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=1[S:18](O)=O.CS(O)(=O)=O>>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:3]=1[S:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=1[S:18]2

Participants

3

Reactant 2

HCID 6395Methanesulfonic AcidHCID 221394104-(2-Bromo-phenylsulfanyl)-3-sulfino-benzoic Acid

Product 1

HCID 22139422HCID 22139422, compound

Conditions

Temperature
60 °C

Procedure

4-(2-bromo-phenylsulfanyl)-3-sulfino-benzoic acid (14 g, 38 mmol) was added slowly to a stirred solution of methanesulphonic acid (160 ml). The purple solution was heated to 60° C. for 3 hours. The reaction was cooled down to room temperature and was poured into ice (300 ml) where an off-white precipitate appeared. The solid was filtered and washed with water (100 ml) and then dried in a vacuum dessicator over activated silica (9.48 g, 73%). 1HNMR (300 MHz, CDCl3): δH=7.29 (1H, t), 7.59 (1H, dd), 7.70 (1H,dd) 7.74 (1H, d), 7.87 (1H, dd), 8.03 (1H, d).m/z (LC-MS, ESP), RT=4.99 min, (M−−1)=339

Workup

  1. temperatureThe reaction was cooled down to room temperature
  2. filtrationThe solid was filtered
  3. washwashed with water (100 ml)
  4. customdried in a vacuum dessicator over activated silica (9.48 g, 73%)

Sources & evidence

ORD record
ord-7fbcfbb869ea4645943009750bf9cb9b
Source dataset
uspto-grants-2006_05
Patent number
US07049313B2

Reaction notes

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