Hydrochloric Acid → HCID 72360104, compound

HRID 2103887Notes

Reaction equation

HRID 2103887 reaction equation
[F:1][C:2]([F:31])([F:30])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:13][CH:12]=[C:11]([C:14](=[N:16][NH:17][C:18]([C:20]3[S:24][C:23]([C:25]([O:27]C)=[O:26])=[CH:22][CH:21]=3)=[O:19])[CH3:15])[C:10]=2[OH:29])=[CH:5][CH:4]=1.[OH-].[Na+].Cl>C(O)(C)(C)C>[F:31][C:2]([F:1])([F:30])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:13][CH:12]=[C:11]([C:14](=[N:16][NH:17][C:18]([C:20]3[S:24][C:23]([C:25]([OH:27])=[O:26])=[CH:22][CH:21]=3)=[O:19])[CH3:15])[C:10]=2[OH:29])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 72359933HCID 72359933, compound

Product 1

HCID 72360104HCID 72360104, compoundYield 27.3%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

To a suspension of methyl 5-[(2-{1-[5-(4-trifluoromethylphenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)carbonyl]-2-thiophenecarboxylate (56.2 mg, 0.12 mmol) in t-butanol (1.2 mL), 0.2 M sodium hydroxide aqueous solution (1.26 mL, 0.25 mmol) was added, and the mixture was stirred at room temperature for 4 hours. After completion of the stirring, 1 M hydrochloric acid (252 μL) was added, and the precipitated solid was filtered and washed with methanol to obtain 14.9 mg of the desired product as an orange solid (yield 27%).

Workup

  1. additionwas added
  2. filtrationthe precipitated solid was filtered
  3. washwashed with methanol

Sources & evidence

ORD record
ord-e8155fddaf5e46389b03427c83f41b53
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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