Ammonium Chloride → HCID 178515842, compound

HRID 1690686Notes

Reaction equation

HRID 1690686 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[CH2:8][CH2:7][CH2:6]2)#[N:2].[N-:14]=[N+:15]=[N-:16].[Na+].[Cl-].[NH4+].[Cl-].[Li+]>CN(C=O)C.C(OCC)(=O)C>[NH:2]1[C:1]([C:3]2[CH:4]=[C:5]3[C:10](=[CH:11][CH:12]=2)[C:9](=[O:13])[CH2:8][CH2:7][CH2:6]3)=[N:16][N:15]=[N:14]1

Participants

7

Reactant 4

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 433294Lithium ChlorideHCID 108991325-Oxo-5,6,7,8-tetrahydronaphthalene-2-carbonitrile

Product 1

HCID 178515842HCID 178515842, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
120 °C

Procedure

A sample of 6-cyanotetralone (102 mg, 0.60 mmol) is dissolved in DMF (1 mL) and treated with sodium azide (96.8 mg, 1.5 mmol), ammonium chloride (31.9 mg, 0.60 mmol) and lithium chloride (25.3 mg, 0.60 mmol) and heated to 120° C. overnight. The reaction is diluted with ethyl acetate and extracted with water twice. The residue is purified by UV triggered reverse phase HPLC to afford the title compound as a white solid.

Workup

  1. extractionextracted with water twice
  2. customThe residue is purified by UV triggered reverse phase HPLC

Sources & evidence

ORD record
ord-a8ba1606f69c4bd398a02c4462f72c45
Source dataset
uspto-grants-2012_04
Patent number
US08153671B2

Reaction notes

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