Ammonia → HCID 178428768, compound

HRID 1764099Notes

Reaction equation

HRID 1764099 reaction equation
Cl[C:2]1[CH:3]=[C:4]([N+:10]([O-:12])=[O:11])[CH:5]=[C:6]([CH3:9])[N+:7]=1[O-:8].[NH3:13]>C(O)C>[NH2:13][C:2]1[CH:3]=[C:4]([N+:10]([O-:12])=[O:11])[CH:5]=[C:6]([CH3:9])[N+:7]=1[O-:8]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 27518132-Chloro-6-methyl-4-nitropyridin-N-oxide

Product 1

HCID 178428768HCID 178428768, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A reaction solution consisting of 5.66 g. (0.03 mole) 6-chloro-4-nitro-2-picoline-1-oxide and 100 ml. ethanol was saturated with anhydrous ammonia and sealed in a strong bottle. This reaction mixture was heated and maintained at a temperature in the range of 100° to 105° C. for 21 hrs. The bottle and contents were then cooled and the seal was broken. Crystals had formed. The crystals were collected on a filter and washed with a small amount of cold ethanol. Recrystallization from 95% aqueous ethanol yielded 2.06 g. (41% yield) of 6-amino-4-nitro-2-picoline-1-oxide as yellow needles having a melting point at 221° to 222° C. (with decomposition). When a small sample was mixed with ethanolic ferric chloride a blue solution was obtained.

Workup

  1. customsealed in a strong bottle
  2. temperatureThis reaction mixture was heated
  3. temperaturemaintained at a temperature in the range of 100° to 105° C. for 21 hrs
  4. temperatureThe bottle and contents were then cooled
  5. customCrystals had formed
  6. customThe crystals were collected on
  7. filtrationa filter
  8. washwashed with a small amount of cold ethanol
  9. customRecrystallization from 95% aqueous ethanol
  10. customyielded 2.06 g

Sources & evidence

ORD record
ord-9b846c5e66e845768cb2253339d72803
Source dataset
uspto-grants-1978_09
Patent number
US04115396

Reaction notes

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