Ethanesulfonic acid → Ethanesulfonate

HRID 1517478Notes

Reaction equation

HRID 1517478 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:12][C:13]1[N:18]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([F:28])([F:27])[F:26])[CH:20]=2)[C:17](=[O:29])[C:16]([C:30]([NH:32][CH2:33][C:34]2[CH:39]=[CH:38][C:37]([S:40]([CH3:43])(=[O:42])=[O:41])=[CH:36][N:35]=2)=[O:31])=[CH:15][C:14]=1[C:44]1[N:48]([CH3:49])[N:47]=[CH:46][CH:45]=1.[S:50]([C:54]1C=CC(C)=C[CH:55]=1)([O-:53])(=[O:52])=[O:51].C(S(O)(=O)=O)C>>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:6][CH:7]=1.[CH3:12][C:13]1[N:18]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([F:27])([F:26])[F:28])[CH:20]=2)[C:17](=[O:29])[C:16]([C:30]([NH:32][CH2:33][C:34]2[CH:39]=[CH:38][C:37]([S:40]([CH3:43])(=[O:42])=[O:41])=[CH:36][N:35]=2)=[O:31])=[CH:15][C:14]=1[C:44]1[N:48]([CH3:49])[N:47]=[CH:46][CH:45]=1.[S:50]([CH2:54][CH3:55])([O-:53])(=[O:52])=[O:51]

Participants

5

Reactant 3

HCID 11668Ethanesulfonic acidHCID 85570p-ToluenesulfonateHCID 468616221240425-05-12×

Product 2

HCID 3717105EthanesulfonateHCID 468616221240425-05-1

Procedure

Compound (I) esylate was synthesized using an analogous method to that described for the synthesis of compound (I) tosylate in Example 8a from compound (I) (50 mg, 0.092 mmol) and ethane sulfonic acid (9.3 mg, 0.092 mmol). No precipitation was obtained after stirring over night. The solvent was evaporated and ethyl acetate (2 ml) was added. A suspension was formed. The suspension was stirred over night, was filtered and dried under vacuum at 50° C. to give the title product; yield 49 mg, 0.075 mmol, 81%

Workup

  1. customNo precipitation
  2. customwas obtained
  3. customThe solvent was evaporated
  4. additionethyl acetate (2 ml) was added
  5. customA suspension was formed
  6. stirringThe suspension was stirred over night
  7. filtrationwas filtered
  8. customdried under vacuum at 50° C.

Sources & evidence

ORD record
ord-be4bb7e22e7d4d26a7efb2299457b5af
Source dataset
uspto-grants-2012_07
Patent number
US08232296B2

Reaction notes

Loading…