Hydrazine hydrate (1:1) → HCID 21255237, compound

HRID 636539Notes

Reaction equation

HRID 636539 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:13]([CH3:19])[N:12]=[C:11]([CH2:20][N:21]2[C:25](=[O:26])C3=CC=CC=C3C2=O)[C:10]=1C(OCC)=O.O.NN>C(O)C>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:13]([CH3:19])[N:12]=[C:11]2[CH2:20][NH:21][C:25](=[O:26])[C:10]=12

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 53854029HCID 53854029, compound

Product 1

HCID 21255237HCID 21255237, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.9 g (3.6 mmol) of the compound from Example III are suspended in 100 ml of ethanol and treated with 0.5 ml (10 mmol) of hydrazine hydrate. After stirring at RT for 30 min a clear solution is formed. After reflux for 30 min a white precipitate is deposited. The mixture is allowed to cool and the precipitate is filtered off with suction. The solid is purified by chromatography (methylene chloride/ethyl acetate 20+1) and finally recrystallized from ethanol. 0.56 g (44%) is obtained.

Workup

  1. customis formed
  2. temperatureAfter reflux for 30 min a white precipitate
  3. temperatureto cool
  4. filtrationthe precipitate is filtered off with suction
  5. customThe solid is purified by chromatography (methylene chloride/ethyl acetate 20+1)
  6. customfinally recrystallized from ethanol
  7. custom0.56 g (44%) is obtained

Sources & evidence

ORD record
ord-aea534a6df3f43aca945d217d167fd56
Source dataset
uspto-grants-2001_02
Patent number
US06194428B1

Reaction notes

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