Hydrochloric Acid → HCID 178477061, compound

HRID 566245Notes

Reaction equation

HRID 566245 reaction equation
[C:1]([S:4][CH2:5][CH2:6][C:7]1[N:11]=[CH:10][N:9](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[N:8]=1)(=[O:3])[CH3:2].Cl.CO>C1COCC1>[C:1]([S:4][CH2:5][CH2:6][C:7]1[N:11]=[CH:10][NH:9][N:8]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 21265804HCID 21265804, compound

Product 1

HCID 178477061HCID 178477061, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

3-(2-Acetylthioethyl)-1-triphenylmethyl-1,2,4-triazole (0.50) was dissolved in THF (2.5 ml). To the solution were added 10% hydrochloric acid (0.5 ml) and methanol (10 ml). The mixture was stirred for 1.5 hour at 25° C. The reaction mixture was concentrated, to which was added NaHCO3, to make the solution to be weakly basic, followed by extraction three times with THF-ethyl acetate (1:1, 10 ml). Organic layers were combined and dried over anhydrous magnesium sulfate, followed by concentration. The concentrate was purified by means of a column chromatography (carrier: silica gel, 20 g, developing solvent: acetone) to afford the title compound (134 mg) as a crystalline product, m.p.84-86° C.

Workup

  1. concentrationThe reaction mixture was concentrated, to which
  2. additionwas added NaHCO3
  3. extractionfollowed by extraction three times with THF-ethyl acetate (1:1, 10 ml)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationfollowed by concentration
  6. customThe concentrate was purified by means of a column chromatography (carrier: silica gel, 20 g, developing solvent: acetone)

Sources & evidence

ORD record
ord-886a562940dd428289741af9ff8be36f
Source dataset
uspto-grants-2001_01
Patent number
US06174877B1

Reaction notes

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