Hydrazine hydrate (1:1) → 3-phenyl-1H-indole-2-carbohydrazide

HRID 430643Notes

Reaction equation

HRID 430643 reaction equation
[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][C:8]=2[C:16]([O:18]CC)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[NH2:22][NH2:23]>C(O)C>[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][C:8]=2[C:16]([NH:22][NH2:23])=[O:18])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 2763656ethyl 3-phenyl-1H-indole-2-carboxylate

Product 1

HCID 27636583-phenyl-1H-indole-2-carbohydrazideYield 74%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of Example 1B (2.65 g, 10 mmol) in ethanol (20 mL) was treated with hydrazine hydrate (3.12 mL, 100 mmol), heated to reflux for 18 hours, cooled to room temperature, and filtered. The resulting solid was washed with ethanol and dried under vacuum to provide 1.86 g (74%) of the desired product of sufficient purity for subsequent use.

Workup

  1. temperatureheated
  2. temperatureto reflux for 18 hours
  3. filtrationfiltered
  4. washThe resulting solid was washed with ethanol
  5. customdried under vacuum

Sources & evidence

ORD record
ord-8fb8d2c02ae042de967bb2addb26a35b
Source dataset
uspto-grants-2001_11
Patent number
US06323228B1

Reaction notes

Loading…