HCID 54162156, compound → HCID 178527909, compound

HRID 1735892Notes

Reaction equation

HRID 1735892 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH:2]1[N:11]([C:15]([NH2:17])=[S:16])[NH:12][CH:13]=O>[OH-].[Na+]>[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH:2]1[N:11]1[C:15](=[S:16])[NH:17][CH:13]=[N:12]1

Participants

3

Reactant 1

HCID 54162156HCID 54162156, compound

Product 1

HCID 178527909HCID 178527909, compoundYield 44.2%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of N-[(1,2,3,4-tetrahydronaphthalen-2-yl)(aminothiocarbonyl)amino]formamide (0.6 g, 2.4 mmol) in 10 mL of 10% sodium hydroxide was heated at 70° C. for 30 minutes. The solution was cooled, acidified with dilute. hydrochloric acid and extracted with ethyl acetate. The ethyl acetate extract was washed with brine, dried over sodium sulfate and concentrated. The residue was recrystallized from ethyl acetate/hexane and filtration gave 2-(1,2,3,4-tetrahydronaphthalen-2-yl)-2,4-dihydro[1,2,4]triazole-3-thione (0.25 g. 1.06 mmol), m.p. 200.5° C.

Workup

  1. temperatureThe solution was cooled
  2. additionwith dilute
  3. extractionhydrochloric acid and extracted with ethyl acetate
  4. extractionThe ethyl acetate extract
  5. washwas washed with brine
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated
  8. customThe residue was recrystallized from ethyl acetate/hexane and filtration

Sources & evidence

ORD record
ord-3547cf6e340c4a2388d1896ac0536147
Source dataset
uspto-grants-1996_07
Patent number
US05538988

Reaction notes

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