Hydrochloric Acid → HCID 19777516, compound

HRID 1613018Notes

Reaction equation

HRID 1613018 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([N+:13]([O-])=O)[CH:12]=1)[C:7]([NH2:9])=[O:8])([O-])=O.[H][H].[ClH:18]>O.[Pd]>[ClH:18].[ClH:18].[NH2:1][C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([NH2:13])[CH:12]=1)[C:7]([NH2:9])=[O:8]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 45113,5-DinitrobenzamideHCID 178418361HCID 178418361, compound

Product 1

HCID 19777516HCID 19777516, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

3,5-dinitrobenzamide (18) (412.0 g, 2.00 moles, Aldrich) was added to a suspension of 10% Pd/C (10.4 g) in concentrated HCl (360 ml) and water (3.64 L). The mixture was hydrogenated at 60psi in a Parr hydrogenation apparatus until hydrogen was no longer being consumed. The solution was filtered through a Celite pack and washed with 500 ml water. The filtrate and washings of 3,5-diaminobenzamide bis-hydrochloride (19), were combined and used for the subsequent iodination.

Workup

  1. customwas no longer being consumed
  2. filtrationThe solution was filtered through a Celite pack
  3. washwashed with 500 ml water

Sources & evidence

ORD record
ord-2b5d303e22d8487ca404d470c822835c
Source dataset
uspto-grants-1993_03
Patent number
US05191119

Reaction notes

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