Sodium Hydroxide → HCID 6486784, compound

HRID 2395626Notes

Reaction equation

HRID 2395626 reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]([NH:8][NH:9][C:10]([NH:12][CH2:13][CH3:14])=[S:11])=O)=[CH:4][CH:3]=1.[OH-].[Na+]>O.C(O)(=O)C>[NH2:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]2[N:12]([CH2:13][CH3:14])[C:10](=[S:11])[NH:9][N:8]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 15292877HCID 15292877, compound

Product 1

HCID 6486784HCID 6486784, compoundYield 82.1%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
24 °C

Procedure

A mixture of 3.0 g (12.6 mmol) of 1-(4-aminobenzoyl)-4-ethylthiosemicarbazide and 4.8 mL of 2N sodium hydroxide in 38 mL of water was heated at reflux for 2 hours. The reaction mixture was cooled to 24° C. and diluted with glacial acetic acid to pH=3. The precipitate which formed was collected by filtration and washed with ethyl acetate:methanol (1:1 v/v) to provide 2.28 g (82%) of 5-(4-aminophenyl)-4-ethyl-2,4-dihydro-[1,2,4]triazol-3-thione, mp 240°-250° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. customThe precipitate which formed
  4. filtrationwas collected by filtration
  5. washwashed with ethyl acetate:methanol (1:1 v/v)

Sources & evidence

ORD record
ord-ca3619eaa61a47669400820014a63102
Source dataset
uspto-grants-1996_02
Patent number
US05489598

Reaction notes

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