Ammonia → HCID 21266063, compound

HRID 566327Notes

Reaction equation

HRID 566327 reaction equation
[NH2:1][C:2]1[N:6]([CH:7]([CH3:17])[CH2:8][CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:5]=[C:4]([CH2:18][CH3:19])[C:3]=1[C:20]#[N:21].N.[OH:23]O>C(O)C>[NH2:1][C:2]1[N:6]([CH:7]([CH3:17])[CH2:8][CH2:9][CH2:10][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:5]=[C:4]([CH2:18][CH3:19])[C:3]=1[C:20]([NH2:21])=[O:23]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 784Hydrogen PeroxideHCID 11011468HCID 11011468, compound

Product 1

HCID 21266063HCID 21266063, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.08 g (18 mmol) of 5-amino-3-ethyl-1-(1-methyl-4-phenyl-butyl)-1-H-pyrazole-4-carbonitrile are dissolved in 100 ml of ethanol and, after 100 ml of concentrated NH3 solution (25% strength) and 50 ml of hydrogen peroxide solution (30% strength) have been added, the solution is stirred for 16 hours at room temperature. After the non-aqueous solvents have been removed, the pH is brought to 5 with 1N HCl. The aqueous phase is extracted three times with dichloromethane, and the organic phase is dried over sodium sulphate and evaporated on a rotary evaporator. This gives 3.58 g of a brown oil (66%).

Workup

  1. customAfter the non-aqueous solvents have been removed
  2. extractionThe aqueous phase is extracted three times with dichloromethane
  3. dry with materialthe organic phase is dried over sodium sulphate
  4. customevaporated on a rotary evaporator

Sources & evidence

ORD record
ord-ecadb072d4b74b22ae47b3f4072a4c90
Source dataset
uspto-grants-2001_01
Patent number
US06174884B1

Reaction notes

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