Water → HCID 86708820, compound

HRID 2201645Notes

Reaction equation

HRID 2201645 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:15])/[CH:10]=[CH:11]\[C:12]([OH:14])=[O:13])=[CH:4][CH:3]=1.[OH2:16].[OH-].[Na+:18]>O1CCCC1>[OH2:13].[OH2:16].[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:15])/[CH:10]=[CH:11]\[C:12]([O-:14])=[O:13])=[CH:6][CH:7]=1.[Na+:18]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 18873877(2Z)-4-[(4-Aminophenyl)amino]-4-oxo-2-butenoic acid

Product 1

HCID 86708820HCID 86708820, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Under a nitrogen atmosphere, into a reaction vessel were charged 10.49 g (content: 86%, net quantity: 9.02 g (47.3 mmol)) of (2Z)-4-[(4-aminophenyl)amino]-4-oxo-2-butenoic acid and 30 ml of water. To this was added 47.3 ml (47.3 mmol) of a 1 mol/L sodium hydroxide aqueous solution. After completion of the reaction, the solution was condensed to dryness to obtain a solid to which 30 ml of tetrahydrofuran was added, and the mixture was stirred at room temperature for 30 minutes, then, the deposited crystal was isolated by filtration, and dried to obtain 11.28 g of sodium (2Z)-4-[(4-aminophenyl)amino]-4-oxo-2-butenoate di-hydrate as a yellow solid. Yield: 90%

Workup

  1. customAfter completion of the reaction
  2. customcondensed to dryness
  3. additionwas added
  4. customthe deposited crystal was isolated by filtration
  5. customdried

Sources & evidence

ORD record
ord-8a226ce5d91745f8aa39030482f32551
Source dataset
uspto-grants-2016_06
Patent number
US09365497B2

Reaction notes

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