Methane → HCID 53922146, compound

HRID 1457761Notes

Reaction equation

HRID 1457761 reaction equation
[CH3:1][N:2]=[C:3]=[S:4].[F:5][C:6]1[CH:7]=[CH:8][C:9]([O:33][CH3:34])=[C:10]([CH:32]=1)[C:11]([NH:13][CH:14]1[CH2:23][C:22]2[C:17](=[CH:18][C:19]([O:28][CH3:29])=[C:20]([S:24](=[O:27])(=[O:26])[NH2:25])[CH:21]=2)[O:16][C:15]1([CH3:31])[CH3:30])=[O:12].C(=O)([O-])[O-].[K+].[K+].C>CS(C)=O>[F:5][C:6]1[CH:7]=[CH:8][C:9]([O:33][CH3:34])=[C:10]([CH:32]=1)[C:11]([NH:13][CH:14]1[CH2:23][C:22]2[C:17](=[CH:18][C:19]([O:28][CH3:29])=[C:20]([S:24]([NH:25][C:3]([NH:2][CH3:1])=[S:4])(=[O:27])=[O:26])[CH:21]=2)[O:16][C:15]1([CH3:31])[CH3:30])=[O:12]

Participants

6

Reactant 4

HCID 297MethaneHCID 11167Methyl isothiocyanateHCID 11430Potassium CarbonateHCID 22100429HCID 22100429, compound

Product 1

HCID 53922146HCID 53922146, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
80 °C

Procedure

0.26 g (3.5 mmol) of methyl isothiocyanate was added to a suspension of 1.1 g (2.5 mmol) of 3-(5-fluoro-2-methoxybenzamido)-2,2-dimethyl-7-methoxy-6-sulfamoyl-chroman and 1.04 g (7.5 mmol) of finely powdered potassium carbonate in 10 ml of DMSO. 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 and recrystallized from ethanol/DMF. The product had a melting point of 222° C.

Workup

  1. temperatureit was cooled
  2. filtrationThe precipitate was filtered off with suction
  3. customrecrystallized from ethanol/DMF

Sources & evidence

ORD record
ord-ed80bb7a344e4ab7af34240f14ea3a96
Source dataset
uspto-grants-1998_12
Patent number
US05849755

Reaction notes

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