Hydrazine hydrate (1:1) → HCID 15550518, compound

HRID 1386635Notes

Reaction equation

HRID 1386635 reaction equation
[CH3:1][C:2]1[C:10]([C:11](=O)[CH:12]([CH3:17])[CH2:13][C:14](O)=[O:15])=[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][N:4]2[N:3]=1.O.[NH2:20][NH2:21]>C(O)C>[CH3:1][C:2]1[C:10]([C:11]2[CH:12]([CH3:17])[CH2:13][C:14](=[O:15])[NH:20][N:21]=2)=[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][N:4]2[N:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 15550517HCID 15550517, compound

Product 1

HCID 15550518HCID 15550518, compoundYield 75.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The compound (2.76 g) of Example 17 and hydrazine monohydrate (0.90 g) were dissolved into ethanol (30 ml), and the solution was refluxed for 3 hours under heat. The reaction liquor was submitted to distillation under reduced pressure, and the residue was purified by means of silica gel column chromatography (developing solvent, methylene chloride:ethanol=10:1) to obtain aimed product (2.04 g) as colorless powder. When recrystallizing from isopropyl ether, this gave colorless prismatic crystals.

Workup

  1. temperaturethe solution was refluxed for 3 hours
  2. temperatureunder heat
  3. distillationThe reaction liquor was submitted to distillation under reduced pressure
  4. customthe residue was purified by means of silica gel column chromatography (developing solvent, methylene chloride:ethanol=10:1)

Sources & evidence

ORD record
ord-5bd1e62ffe3247e0a2fa451a4d034670
Source dataset
uspto-grants-2001_07
Patent number
US06265577B1

Reaction notes

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