Hydrazine hydrate (1:1) → HCID 135976168, compound

HRID 1194673Notes

Reaction equation

HRID 1194673 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1C(C)(C=O)CC(O)=O.[OH2:18].[NH2:19][NH2:20]>C(O)C>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:5]2[CH:4]([CH3:9])[CH2:3][C:2](=[O:18])[NH:19][N:20]=2)=[CH:2]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86742832HCID 86742832, compound

Product 1

HCID 135976168HCID 135976168, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7.0 g (0.03 mole) of 4-(3-(indolyl)-4-oxo-3-methylbutyric acid and 1.7 ml (0.035 mole) of hydrazine hydrate are heated under reflux in 60 ml of ethanol for 2 hours. After the mixture has been concentrated, the residue is chromatographed over a silica gel column with methylene chloride:methanol=9:1 as the eluant and the product is recrystallised from isopropanol.

Workup

  1. concentrationAfter the mixture has been concentrated
  2. customthe residue is chromatographed over a silica gel column with methylene chloride
  3. custommethanol=9:1 as the eluant and the product is recrystallised from isopropanol

Sources & evidence

ORD record
ord-9cab915d577248148758a1524ef21d60
Source dataset
uspto-grants-1989_03
Patent number
US04816454

Reaction notes

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