Water → HCID 20061086, compound

HRID 2399033Notes

Reaction equation

HRID 2399033 reaction equation
O.Cl.[N+:3]([C:6]1[CH:7]=[C:8]([CH:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=2)[OH:14])[CH:9]=[CH:10][C:11]=1[Cl:12])([O-:5])=[O:4]>[O-2].[O-2].[O-2].[Cr+6].C(O)(=O)C>[N+:3]([C:6]1[CH:7]=[C:8]([CH:9]=[CH:10][C:11]=1[Cl:12])[C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1)=[O:14])([O-:5])=[O:4]

Participants

5

Reactant 2

HCID 962WaterHCID 68117057HCID 68117057, compound

Product 1

HCID 20061086HCID 20061086, compound

Reagents, catalysts & solvents 2

HCID 10219390chromium (VI) trioxideCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 27 g. (0.27 mol) of chromium trioxide in 250 ml. of water was added to a solution of 80 g. (0.266 mol) of 3-nitro-4-chlorophenyl-2-pyridyl methanol hydrochloride in 800 ml. of 75% acetic acid at 45° C. and the mixture was heated to 75° C. for 1 hr. The resulting dark green solution was poured into 3 liters of ice-water. The resulting product was filtered off, washed with water, dissolved in methylene chloride, dried with sodium sulfate and concentrated in vacuo to yield 2-(3-nitro-4-chlorobenzoyl)pyridine as white microneedles, mp. 98° -99° C. (cyclohexane).

Workup

  1. filtrationThe resulting product was filtered off
  2. washwashed with water
  3. dissolutiondissolved in methylene chloride
  4. dry with materialdried with sodium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b704094cdabd4a09b01f0033dd302ef1
Source dataset
uspto-grants-1977_05
Patent number
US04026936

Reaction notes

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