Ammonia → HCID 21916781, compound

HRID 1242687Notes

Reaction equation

HRID 1242687 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][C:9]2=[CH:12][C:13]#[N:14])=[CH:4][CH:3]=1.N.[H][H].[ClH:18]>[Ni].C(OCC)C>[ClH:18].[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][CH:9]2[CH2:12][CH2:13][NH2:14])=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 69655224HCID 69655224, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21916781HCID 21916781, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
60 °C

Procedure

0.011 mol of the compound obtained in Step F is dissolved in 100 ml of 95° alcohol and introduced into a 400 ml autoclave; 0.5 g of Raney nickel is then added. The solution is saturated with ammonia gas, and hydrogen is introduced until a pressure of 50 bars is obtained. The reaction mixture is stirred for 5 hours at 60° C. and is then cooled, filtered and evaporated under reduced pressure. The oil obtained is dissolved in anhydrous ethyl ether and a solution of ethyl ether saturated with gaseous hydrogen chloride is added dropwise. The precipitate formed is filtered off under suction and recrystallised.

Workup

  1. additionintroduced into a 400 ml autoclave
  2. additionis introduced until a pressure of 50 bars
  3. customis obtained
  4. temperatureis then cooled
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customThe oil obtained
  8. customThe precipitate formed
  9. filtrationis filtered off under suction
  10. customrecrystallised

Sources & evidence

ORD record
ord-47077eeff0bf4d27b16323ee326dab50
Source dataset
uspto-grants-2006_10
Patent number
US07115752B2

Reaction notes

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