Hydrochloric Acid → HCID 53939566, compound

HRID 237054Notes

Reaction equation

HRID 237054 reaction equation
O.Cl.[N+:3]([C:6]1[CH:7]=[C:8]([CH:19]=[CH:20][CH:21]=1)[NH:9][C:10](=[O:18])[C:11]([F:17])([F:16])[C:12]([F:15])([F:14])[F:13])([O-])=O.[OH-].[Na+]>C(O)C.[Fe]>[NH2:3][C:6]1[CH:7]=[C:8]([CH:19]=[CH:20][CH:21]=1)[NH:9][C:10](=[O:18])[C:11]([F:16])([F:17])[C:12]([F:13])([F:14])[F:15]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 532146HCID 532146, compound

Product 1

HCID 53939566HCID 53939566, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

Iron powder, 80 g., is suspended in 125 ml of ethyl alcohol and 100 ml of water and 6 ml of concentrated HCl is added. The mixture is heated to reflux and 140 g. of m-nitro pentafluoropropionanilide is added portionwise to keep the mixture at reflux. When reaction is complete, 6 g. of 50% NaOH is added and the mixture filtered to remove iron oxides and the filtrate stripped under vacuum. The product crystallizes from the aqueous solution giving 107 g., m.p. 86°-88° C.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux
  3. temperatureat reflux
  4. customWhen reaction
  5. filtrationthe mixture filtered
  6. customto remove iron oxides
  7. customThe product crystallizes from the aqueous solution
  8. customgiving 107 g

Sources & evidence

ORD record
ord-657d7e5a365c4d26a67e7294e30f3f37
Source dataset
uspto-grants-1979_06
Patent number
US04159344

Reaction notes

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