Ammonia → HCID 22714701, compound

HRID 351925Notes

Reaction equation

HRID 351925 reaction equation
[CH:1]1([C:7]2(C#N)[C:17]3[CH:16]=[C:15]4[C:11]([CH2:12][CH2:13][NH:14]4)=[CH:10][C:9]=3[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.N.[Na].[Cl-].[NH4+]>O1CCCC1.C(O)C>[CH:1]1([CH:7]2[C:17]3[CH:16]=[C:15]4[C:11]([CH2:12][CH2:13][NH:14]4)=[CH:10][C:9]=3[CH2:8]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 5360545SodiumHCID 22714687HCID 22714687, compound

Product 1

HCID 22714701HCID 22714701, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.5 g of the product obtained in Step 1 of Example 10 in 10 ml of anhydrous tetrahydrofuran and 0.11 ml of absolute ethanol are poured into 20 ml of liquid ammonia at a temperature of −78° C., and then 0.15 g of sodium are introduced in portions. After contact for 30 minutes at that temperature, the reaction mixture is treated with 0.83 g of ammonium chloride. After removal of the ammonia by evaporation, the residue is taken up in a saturated solution of ammonium chloride and extracted with ether and the ethereal phases are washed, dried and concentrated to yield the expected product.

Workup

  1. customAfter removal of the ammonia
  2. customby evaporation
  3. extractionextracted with ether
  4. washthe ethereal phases are washed
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-8beba82130d1454a835b23174df64ebd
Source dataset
uspto-grants-2004_06
Patent number
US06743818B2

Reaction notes

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