Hydrochloric Acid → HCID 12051745, compound

HRID 2229352Notes

Reaction equation

HRID 2229352 reaction equation
[C:1]1([NH:7][C:8]2[S:12][N:11]=[N:10][C:9]=2[C:13]([O:15]CC)=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>[OH-].[Na+]>[C:1]1([NH:7][C:8]2[S:12][N:11]=[N:10][C:9]=2[C:13]([OH:15])=[O:14])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1499213HCID 1499213, compound

Product 1

HCID 12051745HCID 12051745, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A suspension of ethyl 5-(N-phenylamino)-1,2,3-thiadiazole-4-carboxylate (0.1 g, 0.4 mmol, prepared as in Example 6) in 10 ml of 10% NaOH solution was stirred at room temperature for 1.5 h. The pH of the solution was adjusted with 5% HCl solution to about 2. The solution was extracted with CHCl3 (2×20 mL). The organic layer was dried with anhydrous Na2SO4. The product was obtained as an off-white solid after the removal of the solvent (0.06 g, 67%). m.p.: 165° C. (decomp.). 1H NMR (ppm, in DMSO-d6): 10.22 (s, br., 1H), 7.3-7.7 (m, 5H). FTIR (cm−1, KBr pellet): 3407, 3024, 1673, 1524, 1501, 1464, 1340, 1266, 1090, 784, 754.

Workup

  1. extractionThe solution was extracted with CHCl3 (2×20 mL)
  2. dry with materialThe organic layer was dried with anhydrous Na2SO4
  3. customThe product was obtained as an off-white solid
  4. customafter the removal of the solvent (0.06 g, 67%)

Sources & evidence

ORD record
ord-480101d952394d848ff494a81135aa6c
Source dataset
uspto-grants-2002_07
Patent number
US06420400B1

Reaction notes

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