Sodium Hydroxide → HCID 57709609, compound

HRID 604473Notes

Reaction equation

HRID 604473 reaction equation
[CH3:1][N:2]1[C:6]([CH2:7][C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=O)=[N:5][N:4]=[N:3]1.[NH2:16][C:17]([NH2:19])=[S:18].[OH-].[Na+]>ClCCCl.CCOCC>[CH3:1][N:2]1[C:6]([C:7]2[S:18][C:17]([NH2:19])=[N:16][C:8]=2[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:5][N:4]=[N:3]1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 2723790ThioureaHCID 15111353HCID 15111353, compound

Product 1

HCID 57709609HCID 57709609, compoundYield 58%

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 3283Diethyl EtherSolvent

Procedure

2-(1-Methyl-1H-tetrazol-5-yl)-1-phenyl-ethanone (4.9 g, 24.2 mmol) was dissolved in 1,2-dichloroethane (150 mL) and ether (100 mL). Brom (1.24 mL, 24.2 mmol) was added. The reaction mixture was stirred at room temperature for 1 h. the solvent was removed in vacuo. The remenance was dissolved in ethanol (250 mL). Thiourea (3.67 g, 48.5 mmol) was added and the reaction mixture was heated at reflux for 20 min. The reaction mixture was poured into water/ice. Concentrated NaOH (aq) was added until pH=10. The mixture was filtered and the solid product was recrystallised from ethylacetate/hexane. Yield: 58%.

Workup

  1. additionBrom (1.24 mL, 24.2 mmol) was added
  2. customwas removed in vacuo
  3. dissolutionThe remenance was dissolved in ethanol (250 mL)
  4. temperaturethe reaction mixture was heated
  5. temperatureat reflux for 20 min
  6. filtrationThe mixture was filtered
  7. customthe solid product was recrystallised from ethylacetate/hexane

Sources & evidence

ORD record
ord-ab3dafe8328a4da6a86d505e7e03af2f
Source dataset
uspto-grants-2011_03
Patent number
US07910613B2

Reaction notes

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