Ammonium Hydroxide → HCID 21837510, compound

HRID 1739798Notes

Reaction equation

HRID 1739798 reaction equation
[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[N:11]2[CH2:16][CH2:15][C:14](=[N:17]O)[CH2:13][CH2:12]2)[CH2:4][CH2:3][CH2:2]1.[NH4+].[OH-]>[Ni].C(O)C>[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[N:11]2[CH2:16][CH2:15][CH:14]([NH2:17])[CH2:13][CH2:12]2)[CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 21837527HCID 21837527, compound

Product 1

HCID 21837510HCID 21837510, compoundYield 89.5%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

0.9 g of the product obtained in Step 2 is hydrogenated at room temperature and atmospheric pressure in the presence of 1 ml of Raney nickel and1 ml of concentrated NH4OH in 20 ml of ethanol. After 5 hours' contact, the catalyst is filtered off and the filtrate is evaporated to dryness. The residue is taken up in 100 ml of methylene chloride and extracted with 1N hydrochloric acid. The acid phase is rendered basic with concentrated sodium hydroxide solution and extracted with methylene chloride. After washing, drying and evaporation, 0.76 g of the expected product is isolated.

Workup

  1. customis hydrogenated at room temperature
  2. filtrationthe catalyst is filtered off
  3. customthe filtrate is evaporated to dryness
  4. extractionextracted with 1N hydrochloric acid
  5. extractionextracted with methylene chloride
  6. washAfter washing
  7. customdrying
  8. customevaporation

Sources & evidence

ORD record
ord-5ec0867be33c42b0a2787bd47cbf2784
Source dataset
uspto-grants-1999_10
Patent number
US05968954

Reaction notes

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