Methane → HCID 15872194, compound

HRID 1457751Notes

Reaction equation

HRID 1457751 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:26][CH3:27])=[C:6]([CH:25]=1)[C:7]([NH:9][CH:10]1[CH2:19][C:18]2[C:13](=[CH:14][C:15]([CH3:24])=[C:16]([S:20](=[O:23])(=[O:22])[NH2:21])[CH:17]=2)[O:12][CH2:11]1)=[O:8].C(=O)([O-])[O-].[K+].[K+].[CH3:34][N:35]=[C:36]=[S:37].C>CS(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:26][CH3:27])=[C:6]([CH:25]=1)[C:7]([NH:9][CH:10]1[CH2:19][C:18]2[C:13](=[CH:14][C:15]([CH3:24])=[C:16]([S:20]([NH:21][C:36]([NH:35][CH3:34])=[S:37])(=[O:22])=[O:23])[CH:17]=2)[O:12][CH2:11]1)=[O:8]

Participants

6

Reactant 4

HCID 297MethaneHCID 11167Methyl isothiocyanateHCID 11430Potassium CarbonateHCID 22100479HCID 22100479, compound

Product 1

HCID 15872194HCID 15872194, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
80 °C

Procedure

1.64 g (4 mmol) of 3-(5-chloro-2-methoxybenzamido)-6-sulfamoyl-7-methylchroman were dissolved in 10 ml of dry DMSO, and 1.65 g (12 mmol) of finely powdered potassium carbonate and 0.35 g (4.8 mmol) of methyl isothiocyanate were added. After the mixture had been stirred at 80° C. for 25 minutes, it was cooled, introduced into ice-water, clarified with charcoal and acidified to pH 1. The precipitate was filtered off with suction, dried, purified over a silica gel column using ethyl acetate/toluene 2:1 and recrystallized from ethanol. Melting point: 207°-208° C.

Workup

  1. temperatureit was cooled
  2. filtrationThe precipitate was filtered off with suction
  3. customdried
  4. custompurified over a silica gel column
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-41632b8942164526a6fbaac0578908da
Source dataset
uspto-grants-1998_12
Patent number
US05849755

Reaction notes

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