Potassium Carbonate → HCID 21999985, compound

HRID 1975930Notes

Reaction equation

HRID 1975930 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH3:11])[C:6]=1[S:7]([NH2:10])(=[O:9])=[O:8].C(=O)([O-])[O-].[K+].[K+].[CH:18]([N:21]=[C:22]=[S:23])([CH3:20])[CH3:19]>CC(C)=O>[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH3:11])[C:6]=1[S:7]([NH:10][C:22]([NH:21][CH:18]([CH3:20])[CH3:19])=[S:23])(=[O:8])=[O:9]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 75263Isopropyl IsothiocyanateHCID 21999992HCID 21999992, compound

Product 1

HCID 21999985HCID 21999985, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
52.5 °C

Procedure

A mixture of 2-amino-4-methyl-thiophene-3-sulfonamide (0.30 g), potassium carbonate (0.32 g), and isopropyl isothiocyanate (272 μl) in dry acetone (5 ml) under nitrogen was heated at 50-55° C. overnight. Then the solvent was evaporated and the residue was dissolved in water (15 ml); pH was adjusted to 2 by addition of 4 M hydrochloric acid, and the mixture was stirred for 30 min. The precipitated crystals were filtered off, rinsed with a small amount of water and dried to give 0.24 g (yield 54%) of the title compound; m.p. 118-120° C.

Workup

  1. customThen the solvent was evaporated
  2. dissolutionthe residue was dissolved in water (15 ml)
  3. additionpH was adjusted to 2 by addition of 4 M hydrochloric acid
  4. filtrationThe precipitated crystals were filtered off
  5. washrinsed with a small amount of water
  6. customdried

Sources & evidence

ORD record
ord-4e2b7c729df241509aa68d30473bd481
Source dataset
uspto-grants-2001_05
Patent number
US06225310B1

Reaction notes

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