Methanesulfonic Acid → 100539-95-5

HRID 2081659Notes

Reaction equation

HRID 2081659 reaction equation
CS(O)(=O)=O.[NH2:6][C:7](=[S:23])[NH:8][NH:9][C:10](=O)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>C1(C)C=CC=CC=1>[CH2:11]([C:10]1[S:23][C:7]([NH2:6])=[N:8][N:9]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 10730991HCID 10730991, compound

Product 1

HCID 4319880100539-95-5

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
0 °C

Procedure

Methanesulfonic acid (6.26 g, 0.065 mol) was added in one portion to a slurry of the compound prepared in Step 1 above (11.9 g, 0.044 mol) in toluene (300 mL) at 0° C. After 5 minutes, the mixture was heated to reflux for 18 hours, allowed to cool to 0° C., filtered, and the residue washed with cold toluene (50 mL at 5° C). The solid was dried in vacuo, suspended in water (200 mL), and made basic with ammonium hydroxide (0.1M) while stirring vigorously. The resulting solid was filtered, washed with water, dried in vacuo to give 7.2 g of a white solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 18 hours
  3. filtrationfiltered
  4. washthe residue washed with cold toluene (50 mL at 5° C)
  5. customThe solid was dried in vacuo
  6. filtrationThe resulting solid was filtered
  7. washwashed with water
  8. customdried in vacuo

Sources & evidence

ORD record
ord-7cf2bc6ab274457bb0af7677d756c680
Source dataset
uspto-grants-1993_02
Patent number
US05185358

Reaction notes

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