Hydrazine hydrate (1:1) → HCID 136359795, compound

HRID 2361384Notes

Reaction equation

HRID 2361384 reaction equation
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:16](=O)[C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[C:18]=3[CH3:26])=[C:7]([C:11](OCC)=[O:12])[NH:8]2)=[CH:4][CH:3]=1.O.[NH2:29][NH2:30]>C(O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]3[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[C:18]=4[CH3:26])=[N:30][NH:29][C:11](=[O:12])[C:7]=3[NH:8][C:9]=2[CH:10]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 67995580HCID 67995580, compound

Product 1

HCID 136359795HCID 136359795, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 6-bromo-3-(2-methyl-3-nitrobenzoyl)-1H-indole-2-carboxylate (6.02 g, 13.96 mmol) and hydrazine hydrate (2.446 g, 48.9 mmol) in ethanol (200 mL) was heated at reflux for 16 hr. The mixture was concentrated under vacuum to a volume of approximate 30 mL. The insoluble product (4.56 g, 11.42 mmol, 82% yield) was collected by suction filtration and dried under vacuum at 50° C.

Workup

  1. temperatureat reflux for 16 hr
  2. concentrationThe mixture was concentrated under vacuum to a volume of approximate 30 mL

Sources & evidence

ORD record
ord-c63a9a86ef4d40beba666620b620fa10
Source dataset
uspto-grants-2014_04
Patent number
US08685969B2

Reaction notes

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