Hydrochloric Acid → HCID 178527909, compound

HRID 863081Notes

Reaction equation

HRID 863081 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.Cl>[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

4

Reactant 2

HCID 313Hydrochloric AcidHCID 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. extractionextracted with ethyl acetate
  3. extractionThe ethyl acetate extract
  4. washwas washed with brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customThe residue was recrystallized from ethyl acetate/hexane and filtration

Sources & evidence

ORD record
ord-c801b23901944c0f8f0dadb53cd6e8a1
Source dataset
uspto-grants-1998_02
Patent number
US05719280

Reaction notes

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