Hydrochloric Acid → HCID 22903592, compound

HRID 1488963Notes

Reaction equation

HRID 1488963 reaction equation
[C:1]([C:3]1[CH:9]=[C:8]([N+:10]([O-])=O)[C:6]([NH2:7])=[CH:5][C:4]=1[N:13]1[CH:18]=[CH:17][C:16](=[O:19])[CH:15]=[CH:14]1)#[N:2].O.Cl>[Fe].C(O)C>[C:1]([C:3]1[C:4]([N:13]2[CH:18]=[CH:17][C:16](=[O:19])[CH:15]=[CH:14]2)=[CH:5][C:6]([NH2:7])=[C:8]([NH2:10])[CH:9]=1)#[N:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 22903594HCID 22903594, compound

Product 1

HCID 22903592HCID 22903592, compoundYield 63.3%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

First, a mixture containing 490 mg of 4-cyano-3-(4-oxo-4H-pyridin-1-yl)-6-nitroaniline, 642 mg of iron powder, 4 ml of water, 16 ml of ethanol, and 0.2 ml of 2N hydrochloric acid was heated in an oil bath for 1 hour. The subsequent processes were conducted in the same way as in Reference Example 3 to give crude crystals. Then, 405 mg of the crude crystals were recrystallized with methanol/isopropanol to give 274 mg of crystals of 4-cyano-5-(4-oxo-4H-pyridin-1-yl)-1,2-phenylenediamine.

Workup

  1. temperaturewas heated in an oil bath for 1 hour
  2. customto give crude crystals
  3. customThen, 405 mg of the crude crystals were recrystallized with methanol/isopropanol

Sources & evidence

ORD record
ord-1e698ee8cb824b0fb31d7e5ad7eef3e3
Source dataset
uspto-grants-1997_10
Patent number
US05677305

Reaction notes

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