Hydrochloric Acid → HCID 23446966, compound

HRID 1250418Notes

Reaction equation

HRID 1250418 reaction equation
[NH2:1][C:2]1[N:6]([CH3:7])[N:5]=[C:4]([C:8]([CH3:11])([CH3:10])[CH3:9])[C:3]=1[N+:12]([O-])=O.[ClH:15].O>C(O)C.[Pd]>[ClH:15].[ClH:15].[NH2:12][C:3]1[C:4]([C:8]([CH3:11])([CH3:10])[CH3:9])=[N:5][N:6]([CH3:7])[C:2]=1[NH2:1]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 18769497HCID 18769497, compound

Product 1

HCID 23446966HCID 23446966, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent3×

Procedure

A suspension of 8.5 g (0.035 mol) of 5-amino-1-methyl-4-nitro-3-tert-butylpyrazole and 1.5 g of 5% by weight palladium-on-charcoal containing 50% water in 200 cm3 of ethanol was placed in a hydrogenator. After stirring for 3 hours under a hydrogen pressure of 10 bar, at a temperature of 75° C., the reaction medium was poured into a solution, precooled to 0° C., of 60 cm3 of ethanol and 20 cm3 of 12 N hydrochloric acid. The solution was clarified by filtration on a sinter funnel and then evaporated to dryness under reduced pressure. The brown solid obtained was taken up, at reflux, in 35 cm3 of 5 N hydrochloric ethanol and 11 cm3 of water and then cooled to room temperature. The white crystals obtained were filtered off on a sinter funnel and then dried under vacuum at room temperature. 4.9 g of the expected product were obtained in the form of white crystals, the melting point of which was 260° C. The elemental analysis for C8H10N4.2HCl was:

Workup

  1. additionat a temperature of 75° C., the reaction medium was poured into a solution
  2. filtrationThe solution was clarified by filtration on a sinter funnel
  3. customevaporated to dryness under reduced pressure
  4. customThe brown solid obtained
  5. customThe white crystals obtained
  6. filtrationwere filtered off on a sinter funnel
  7. customdried under vacuum at room temperature

Sources & evidence

ORD record
ord-743755c2d1c6446a87859fc8e616045a
Source dataset
uspto-grants-2002_01
Patent number
US06338741B1

Reaction notes

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