Hydrochloric Acid → Ethanedioic acid, 1-[2-(4-iodo-2-pyridinyl)hydrazide]

HRID 2380835Notes

Reaction equation

HRID 2380835 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][NH:9][C:10](=[O:16])[C:11]([O:13]CC)=[O:12])[CH:3]=1.[OH-].[Li+].Cl>O1CCCC1.O>[I:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][NH:9][C:10](=[O:16])[C:11]([OH:13])=[O:12])[CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86641528HCID 86641528, compound

Product 1

HCID 68712583Ethanedioic acid, 1-[2-(4-iodo-2-pyridinyl)hydrazide]Yield 158.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl [2-(4-iodopyridin-2-yl)hydrazino](oxo)acetate (0.15 g, 0.41 mmol) in tetrahydrofuran (3.5 mL) was added dropwise a solution of lithium hydroxide (0.030 g, 1.25 mmol) in water (1.5 mL). The resulting mixture was stirred at room temperature for 1 hour. Water was added and it was acidified using hydrochloric acid 2N until pH=3. The formed precipitate was filtered, rinsed with water and dried under vacuum to yield the title compound (0.20 g, 94%) as a white solid.

Workup

  1. filtrationThe formed precipitate was filtered
  2. washrinsed with water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-781e4423ea24461ab8f39f0ebd9c5bf6
Source dataset
uspto-grants-2012_09
Patent number
US08258122B2

Reaction notes

Loading…