Hydrazine hydrate (1:1) → HCID 15289683, compound

HRID 37509Notes

Reaction equation

HRID 37509 reaction equation
[NH2:1][C:2]1[C:3]([C:19]2[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=2)=[N:4][C:5]([Cl:18])=[C:6]([C:13](OCC)=[O:14])[C:7]=1[C:8](OCC)=[O:9].O.[NH2:27][NH2:28]>C(O)(=O)C>[NH2:1][C:2]1[C:7]2[C:8](=[O:9])[NH:28][NH:27][C:13](=[O:14])[C:6]=2[C:5]([Cl:18])=[N:4][C:3]=1[C:19]1[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 15289704HCID 15289704, compound

Product 1

HCID 15289683HCID 15289683, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

To 0.30 g of 3-amino-6-chloro-4,5-diethoxycarbonyl-2-(4-aminophenyl)pyridine was added 6 ml of hydrazine monohydrate, and the mixture was heated at 90° C. for 30 minutes. The reaction mixture was poured into 150 ml of ice-water and the mixture was adjusted to pH 6 with acetic acid. The resultant precipitate was collected by filtration, and washed with water, followed by reprecipitation from DMSO/H2O, whereby 0.21 g of the title compound was obtained as orange powder.

Workup

  1. filtrationThe resultant precipitate was collected by filtration
  2. washwashed with water
  3. customfollowed by reprecipitation from DMSO/H2O

Sources & evidence

ORD record
ord-1adf764707b843898f035d311e95b67b
Source dataset
uspto-grants-1995_05
Patent number
US05420275

Reaction notes

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