Hydrochloric Acid → HCID 23510200, compound

HRID 1883148Notes

Reaction equation

HRID 1883148 reaction equation
O.Cl.C(=[N:16][CH:17]([CH2:20][C:21]1[CH:26]=[CH:25][N:24]=[C:23]([Cl:27])[CH:22]=1)[C:18]#[N:19])(C1C=CC=CC=1)C1C=CC=CC=1>C(O)C.CO>[NH2:16][CH:17]([CH2:20][C:21]1[CH:26]=[CH:25][N:24]=[C:23]([Cl:27])[CH:22]=1)[C:18]#[N:19]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 23510307HCID 23510307, compound

Product 1

HCID 23510200HCID 23510200, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 887MethanolSolvent

Procedure

To a solution of ethanol (20 mL), water (0.08 mL, 4 mmol), hydrogen chloride (10.8 mL, 1M in diethylether) was added a solution of 2-(benzhydrylidene-amino)-3-(2-chloro-pyridin-4-yl)-propionitrile (1.50 g, 4 mmol) in ethanol (15 mL) and methanol (5 mL). The reaction was stirred for 20 minutes, then concentrated to one third volume. The crude residue was triturated with hexane (20 mL), ethanol (10 mL), three 30 mL portions of hexane:ether (4:1 vol:vol) and three 30 mL portions of hexane. The precipitate was dried in vacuo to give 2-amino-3-(2-chloro-pyridin-4-yl)-propionitrile as an off white powder (0.90 g, 82%).

Workup

  1. concentrationconcentrated to one third volume
  2. customThe crude residue was triturated with hexane (20 mL), ethanol (10 mL), three 30 mL portions of hexane:ether (4:1 vol:vol) and three 30 mL portions of hexane
  3. customThe precipitate was dried in vacuo

Sources & evidence

ORD record
ord-41f064e102a2436b82058dda667a3991
Source dataset
uspto-grants-2004_07
Patent number
US06759428B2

Reaction notes

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