Potassium Carbonate → HCID 21999987, compound

HRID 1975911Notes

Reaction equation

HRID 1975911 reaction equation
[C:1]([C:3]1[C:4]([S:15]([NH2:18])(=[O:17])=[O:16])=[C:5]([NH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[S:6][C:7]=1[CH3:8])#[N:2].C(=O)([O-])[O-].[K+].[K+].[CH:25]([N:28]=[C:29]=[S:30])([CH3:27])[CH3:26]>CC(C)=O>[C:1]([C:3]1[C:4]([S:15]([NH:18][C:29]([NH:28][CH:25]([CH3:27])[CH3:26])=[S:30])(=[O:16])=[O:17])=[C:5]([NH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[S:6][C:7]=1[CH3:8])#[N:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 75263Isopropyl IsothiocyanateHCID 21999991HCID 21999991, compound

Product 1

HCID 21999987HCID 21999987, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
55 °C

Procedure

A mixture of 4-cyano-2-ethoxycarbonylamino-5-methyl-thiophene-3-sulfonamide (0.50 g), potassium carbonate (0.36 g) and isopropyl isothiocyanate (300 μl) in 10 ml of dry acetone was heated at 55° C. for 18 h and then evaporated to dryness. The residue was dissolved in 10 ml of water, and pH was adjusted to 2 by dropwise addition of 1M hydrochloric acid. The precipitate was filtered off, rinsed with a small amount of water and dried to give 0.34 g of the title compound; m.p. 169-171° C.

Workup

  1. customevaporated to dryness
  2. dissolutionThe residue was dissolved in 10 ml of water
  3. additionpH was adjusted to 2 by dropwise addition of 1M hydrochloric acid
  4. filtrationThe precipitate was filtered off
  5. washrinsed with a small amount of water
  6. customdried

Sources & evidence

ORD record
ord-3be715ab6568498a99a9a61a54463feb
Source dataset
uspto-grants-2001_05
Patent number
US06225310B1

Reaction notes

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