Sodium Hydroxide → HCID 178503121, compound

HRID 506591Notes

Reaction equation

HRID 506591 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1.[CH3:12][S:13][C:14]1[CH:22]=[CH:21][C:17]([C:18](O)=O)=[CH:16][CH:15]=1.[OH-].[Na+]>O>[CH3:12][S:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]2[NH:1][C:2]3=[N:3][CH:4]=[C:5]([N+:9]([O-:11])=[O:10])[CH:6]=[C:7]3[N:8]=2)=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 832304-(Methylthio)benzoic acidHCID 34801515-Nitropyridine-2,3-diamine

Product 1

HCID 178503121HCID 178503121, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.0 g 2,3-diamino-5-nitropyridine and 1.125 g 4-methylsulfanylbenzoic acid in 20 ml polyphosphoric acid were heated to 160° C. with stirring for 15 hrs. The mixture was cooled and poured into water. The pH was adjusted to 4-5 by addition of sodium hydroxide and the precipitate collected by filtration. The filtration residue was stirred in 50 ml pyridine at 60° C., cooled and insoluble components removed by filtration. The filtrate was evaporated and the residue used without further purification in the next steps.

Workup

  1. temperatureThe mixture was cooled
  2. filtrationthe precipitate collected by filtration
  3. stirringThe filtration residue was stirred in 50 ml pyridine at 60° C.
  4. temperaturecooled
  5. custominsoluble components removed by filtration
  6. customThe filtrate was evaporated
  7. customthe residue used without further purification in the next steps

Sources & evidence

ORD record
ord-8474e7643ba740139fd5909dc95249b9
Source dataset
uspto-grants-2010_08
Patent number
US07786113B2

Reaction notes

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