Hydrochloric Acid → 4-Amino-5,6,7,8-tetrahydronaphthalene-1-carbonitrile, hydrochloride salt

HRID 501511Notes

Reaction equation

HRID 501511 reaction equation
[C:1]([C:3]1[C:12]2[CH2:11][CH2:10][CH2:9][CH2:8][C:7]=2[C:6]([NH:13]C(=O)C)=[CH:5][CH:4]=1)#[N:2].[ClH:17]>CCO>[ClH:17].[NH2:13][C:6]1[C:7]2[CH2:8][CH2:9][CH2:10][CH2:11][C:12]=2[C:3]([C:1]#[N:2])=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68460315N-(4-Cyano-5,6,7,8-tetrahydronaphthalen-1-yl)-acetamide

Product 1

HCID 1317269774-Amino-5,6,7,8-tetrahydronaphthalene-1-carbonitrile, hydrochloride salt

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 2C (0.40 g, 1.87 mmol) in a mixed solvent of EtOH (2 mL) and conc. HCl (2 mL) was refluxed for 2 h. The resulting solution was allowed to cool to rt and concentrated under reduced pressure. The obtained solid was evaporated with toluene (2×) to yield compound 2D (0.25 g) as a solid.

Workup

  1. temperaturewas refluxed for 2 h
  2. concentrationconcentrated under reduced pressure
  3. customThe obtained solid was evaporated with toluene (2×)

Sources & evidence

ORD record
ord-d3211b116faa42eda43116e976f500ac
Source dataset
uspto-grants-2010_08
Patent number
US07772267B2

Reaction notes

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