Ammonia → 5-Amino-3,4-dihydronaphthalen-1(2H)-one

HRID 49659Notes

Reaction equation

HRID 49659 reaction equation
S(=O)(=O)(O)[OH:2].N[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13][CH2:14][CH2:15][C:16]#[N:17].N>>[NH2:17][C:16]1[CH:15]=[CH:14][CH:13]=[C:8]2[C:9]=1[CH2:10][CH2:11][CH2:12][C:7]2=[O:2]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 184058244-(2-Aminophenyl)butyronitrile

Product 1

HCID 115065055-Amino-3,4-dihydronaphthalen-1(2H)-one

Conditions

Temperature
100 °C

Procedure

In a 20 ml Schlenk vessel, 1 g of 96% sulfuric acid (9.79 mmol) is added to 100 mg of 4-(2-aminophenyl)butyronitrile (0.62 mmol) under argon. The mixture is heated to 100° C. for 66 h, stirring. After cooling, it is neutralised with aqueous ammonia solution (ice cooling), and the product is then extracted with chloroform and identified using GC.

Workup

  1. temperatureAfter cooling
  2. extractionthe product is then extracted with chloroform

Sources & evidence

ORD record
ord-a8a01279e9524fbab2b2b0eb6ff5f636
Source dataset
uspto-grants-2004_03
Patent number
US06706924B2

Reaction notes

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