Hydrochloric Acid → HCID 13574888, compound

HRID 648891Notes

Reaction equation

HRID 648891 reaction equation
[N+:1]([C:4]1[C:8](=[O:9])[N:7]([CH3:10])[N:6]([CH3:11])[C:5]=1[CH3:12])([O-])=O.Cl.[OH-].[Na+]>[Zn].O>[NH2:1][C:4]1[C:8](=[O:9])[N:7]([CH3:10])[N:6]([CH3:11])[C:5]=1[CH3:12]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13574886HCID 13574886, compound

Product 1

HCID 13574888HCID 13574888, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 962WaterSolvent2×

Conditions

Temperature
60 °C

Procedure

A solution of 2.8 g. 4-nitro-1,2,3-trimethylpyrazolin-5-one in 8.4 ml. concentrated hydrochloric acid and 3 ml. water is added dropwise, with cooling, to a suspension of 6.4 g. zinc dust in 5 ml. water, the reaction temperature thereby being kept between 25° and 30° C. The reaction mixture is then further stirred for 2 hours at 60° C., whereafter the reaction mixture is poured on to ice and rendered alkaline with 5N aqueous sodium hydroxide solution. The precipitated zinc salts are filtered off with suction, the mother liquor is substantially evaporated and the residue is shaken out several times with chloroform. After drying the organic phase over anhydrous sodium sulphate, it is evaporated in a vacuum, the desired product thereby crystallising. Yield: 0.93 g. (40% of theory).

Workup

  1. temperaturewith cooling, to a suspension of 6.4 g
  2. customthereby being kept between 25° and 30° C
  3. additionis poured on to ice
  4. filtrationThe precipitated zinc salts are filtered off with suction
  5. customthe mother liquor is substantially evaporated
  6. stirringthe residue is shaken out several times with chloroform
  7. dry with materialAfter drying the organic phase over anhydrous sodium sulphate, it
  8. customis evaporated in a vacuum
  9. customthe desired product thereby crystallising

Sources & evidence

ORD record
ord-996e9fc25df54b9da02eb7833460a78b
Source dataset
uspto-grants-1988_04
Patent number
US04737458

Reaction notes

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