Methanesulfonic Acid → HCID 54319812, compound

HRID 638639Notes

Reaction equation

HRID 638639 reaction equation
[Cl:1][C:2]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[S:12]([NH2:15])(=[O:14])=[O:13])=[CH:3][Cl:4].[CH3:16][N:17]=[C:18]=[S:19].N12CCCN=C1CCCCC2.CS(O)(=O)=O>C(#N)C.O>[Cl:1][C:2]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[S:12]([NH:15][C:18]([NH:17][CH3:16])=[S:19])(=[O:13])=[O:14])=[CH:3][Cl:4]

Participants

7

Reactant 4

HCID 6395Methanesulfonic AcidHCID 11167Methyl isothiocyanateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 537128512-[(1,2-Dichloroethenyl)oxy]benzene-1-sulfonamide

Product 1

HCID 54319812HCID 54319812, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

13.4 g of 2-(1,2-dichlorovinyloxy)phenylsulfonamide and 3.65 g of methyl isothiocyanate are dissolved in 50 ml of acetonitrile, and 7.8 g of 1,8-diazabicyclo[5.4.0]undec-7-ene are added with cooling (0° to 5° C.) and stirring. The resulting red reaction solution is left to stand for 24 hours, 4.8 g of methanesulfonic acid are then added and the mixture is diluted with water to a volume of 1 liter. The crystals which separate out are filtered off, washed with methanol and dried. Yield: 15 g. Melting point: 185°-187° (decomposition).

Workup

  1. temperaturewith cooling (0° to 5° C.)
  2. waitThe resulting red reaction solution is left
  3. customThe crystals which separate out
  4. filtrationare filtered off
  5. washwashed with methanol
  6. customdried

Sources & evidence

ORD record
ord-71c408cba99a46a3abf9e7cc2812a365
Source dataset
uspto-grants-1985_12
Patent number
US04562210

Reaction notes

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