Hydrazine hydrate (1:1) → HCID 178514418, compound

HRID 642131Notes

Reaction equation

HRID 642131 reaction equation
[NH:1]1[C:5]([C:6]2[CH:15]=[CH:14][C:9]([C:10](OC)=[O:11])=[CH:8][CH:7]=2)=[N:4][N:3]=[N:2]1.O.[NH2:17][NH2:18]>CCO>[NH:1]1[C:5]([C:6]2[CH:15]=[CH:14][C:9]([C:10]([NH:17][NH2:18])=[O:11])=[CH:8][CH:7]=2)=[N:4][N:3]=[N:2]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178497602HCID 178497602, compound

Product 1

HCID 178514418HCID 178514418, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of methyl 4-(1H-tetrazol-5-yl)benzoate (1.00 g, 4.16 mmol) in EtOH (15 mL) was added hydrazine hydrate (3.0 mL). After stirring for 15 hrs at reflux, the reaction mixture was allowed to warm up to rt. A white solid precipitated out. Filtration, washing with EtOH (2×3 mL), EtOH/water (2×3 mL) and water (2×3 mL) and drying under vacuo at 70° C. for 5 hrs gave 677 mg of the title compound as a white solid in a 80% yield.

Workup

  1. temperatureat reflux
  2. customA white solid precipitated out
  3. filtrationFiltration
  4. washwashing with EtOH (2×3 mL), EtOH/water (2×3 mL) and water (2×3 mL)
  5. customdrying under vacuo at 70° C. for 5 hrs

Sources & evidence

ORD record
ord-cf1d1093aa994fd3adf40d64ce39f940
Source dataset
uspto-grants-2010_04
Patent number
US07696231B2

Reaction notes

Loading…