Lithium Hydroxide → HCID 57811329, compound

HRID 660432Notes

Reaction equation

HRID 660432 reaction equation
[OH-].[Li+].[CH3:3][C:4]1[C:13]2[C:8](=[CH:9][C:10]([CH3:14])=[CH:11][CH:12]=2)[C:7]([N:15]2[CH:19]=[N:18][N:17]=[C:16]2[S:20][CH2:21][C:22]([O:24]CC)=[O:23])=[CH:6][CH:5]=1>C1COCC1.C(O)C.O>[CH3:3][C:4]1[C:13]2[C:8](=[CH:9][C:10]([CH3:14])=[CH:11][CH:12]=2)[C:7]([N:15]2[CH:19]=[N:18][N:17]=[C:16]2[S:20][CH2:21][C:22]([OH:24])=[O:23])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 57811338HCID 57811338, compound

Product 1

HCID 57811329HCID 57811329, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 18504229Ethanol tetrahydrofuran waterSolvent

Procedure

Lithium hydroxide solution (1M aqueous, 0.88 mL, 0.488 mmol) was added to a solution of 4 ethyl 2-(4-(4,7-dimethylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)acetate (0.15 g, 0.44 mmol) in THF/ethanol/water (1:1:1, 7 mL) and the mixture stirred for 2 h at room temperature. The crude reaction mixture was then concentrated, acidified with HCl (1M, 3 mL) and extracted with ethyl acetate (3×5 mL). The combined organics extracts were concentrated to afford 2-(4-(4,7-dimethylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)acetic acid as an off-white solid (0.129 g, 94%).

Workup

  1. customThe crude reaction mixture
  2. concentrationwas then concentrated
  3. extractionextracted with ethyl acetate (3×5 mL)
  4. concentrationThe combined organics extracts were concentrated

Sources & evidence

ORD record
ord-3c066adfaeef4c35a6097ba415baa879
Source dataset
uspto-grants-2011_12
Patent number
US08084483B2

Reaction notes

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