Ammonium Acetate → N-(5-Phenyl-1,3,4-thiadiazol-2-yl)thiourea

HRID 1971462Notes

Reaction equation

HRID 1971462 reaction equation
[C:1]1([C:7]2[S:11][C:10]([NH:12][C:13]([N:15]3C=CN=C3)=[S:14])=[N:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])(=O)C.[NH4+]>C(O)C>[C:1]1([C:7]2[S:11][C:10]([NH:12][C:13]([NH2:15])=[S:14])=[N:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 86657910HCID 86657910, compound

Product 1

HCID 12388765N-(5-Phenyl-1,3,4-thiadiazol-2-yl)thiourea

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

1.0 g of the crude mixture with N-(5-phenyl-1,3,4-thiadiazole-2-yl)-1H-imidazole-1-carbothioamide was combined with 0.536 g (6.96 mmol) ammonium acetate in 4 ml ethanol. The reaction mixture was heated in the microwave (at 100 Watt) for 30 minutes at 90° C. After completion of the reaction, the solvent was distilled off under vacuum, and water was added to the residue formed. After extraction with CH2Cl2 and drying of the organic phase with magnesium sulfate, the product crystallized out of the organic solvent and, after filtration, was washed with diethylether. 0.52 g of the N-(5-phenyl-1,3,4-thiadiazole-2-yl)-thiourea was obtained.

Workup

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off under vacuum, and water
  3. additionwas added to the residue
  4. customformed
  5. extractionAfter extraction with CH2Cl2
  6. dry with materialdrying of the organic phase with magnesium sulfate
  7. customthe product crystallized out of the organic solvent
  8. filtrationafter filtration
  9. washwas washed with diethylether

Sources & evidence

ORD record
ord-a31afdb748e44d0a90dc5fe8d2f1d142
Source dataset
uspto-grants-2013_04
Patent number
US08431604B2

Reaction notes

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