Hydrochloric Acid → HCID 23510133, compound

HRID 1883144Notes

Reaction equation

HRID 1883144 reaction equation
O.Cl.C(=[N:16][CH:17]([CH2:20][C:21]1[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=1)[C:18]#[N:19])(C1C=CC=CC=1)C1C=CC=CC=1>C(O)C>[NH2:16][CH:17]([CH2:20][C:21]1[CH:22]=[CH:23][N:24]=[CH:25][CH:26]=1)[C:18]#[N:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 23510116HCID 23510116, compound

Product 1

HCID 23510133HCID 23510133, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of ethanol (10 mL), water (0.09 mL, 5 mmol), hydrogen chloride (9.6 mL, 1M in diethyl ether) was added a solution of 2-(benzhydrylidene-amino)-3-pyridin-4-yl-propionitrile (1.50 g, 5 mmol) in ethanol (10 mL). The reaction was stirred for 30 minutes, then concentrated to one third volume. The crude residue was triturated with five 30 mL portions of hexane:ether (4:1 vol:vol) and seven 30 mL portions of hexane. The precipitate was dried in vacuo to give 2-amino-3-pyridin-4-yl-propionitrile as an off white powder (1.05 g, 99%).

Workup

  1. concentrationconcentrated to one third volume
  2. customThe crude residue was triturated with five 30 mL portions of hexane:ether (4:1 vol:vol) and seven 30 mL portions of hexane
  3. customThe precipitate was dried in vacuo

Sources & evidence

ORD record
ord-d347e4880237436bbeeb647bcfd5c6b3
Source dataset
uspto-grants-2004_07
Patent number
US06759428B2

Reaction notes

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