2-Amino-2-phenylacetonitrile → 1-phenylethane-1,2-diamine

HRID 714284Notes

Reaction equation

HRID 714284 reaction equation
NC(CCC)C#N.[NH2:8][CH:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:10]#[N:11].[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[C:12]1([CH:9]([NH2:8])[CH2:10][NH2:11])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 408382-Amino-2-phenylacetonitrileHCID 101712882-AminopentanenitrileHCID 21226445Aluminium lithium hydride

Product 1

HCID 4320111-phenylethane-1,2-diamineYield 35%

Procedure

Following the procedure as described in Preparation 11, making variations as required to replace 2-aminopentanenitrile with 2-amino-2-phenylacetonitrile, (Crossley et al., J. Chem., Perkin Trans. 1, (1974), 2327-2330) to react with lithium aluminum hydride, 1-phenylethane-1,2-diamine was obtained as a colorless solid in 35% yield. The crude product was used for the next reaction.

Workup

  1. customas described in Preparation 11

Sources & evidence

ORD record
ord-30932204b2554920a155604fb3febdde
Source dataset
uspto-grants-2015_11
Patent number
US09187426B2

Reaction notes

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