Hydrochloric Acid → HCID 12051745, compound

HRID 1793841Notes

Reaction equation

HRID 1793841 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[N:8][S:9][C:10]=1[NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:5])C.Cl>[OH-].[Na+]>[C:12]1([NH:11][C:10]2[S:9][N:8]=[N:7][C:6]=2[C:4]([OH:5])=[O:3])[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=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 5-phenylamino-[1,2,3]thiadiazole-4-carboxylic acid ethyl ester(0.1 g, 0.4 mmol, prepared as above) 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, DMSO—d6): 10.22 (s, br., 1H), 7.3-7.7 (m, 5 H). 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-0022f42c345447dfa39156ccfdf57024
Source dataset
uspto-grants-2006_04
Patent number
US07022702B2

Reaction notes

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