1-Naphthylamine → HCID 12295945, compound

HRID 278026Notes

Reaction equation

HRID 278026 reaction equation
[N:1]#[C:2]Br.[NH2:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1>C1(C)C=CC=CC=1>[C:5]1([NH:4][C:2]#[N:1])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 86401-NaphthylamineHCID 10476Cyanogen Bromide

Product 1

HCID 12295945HCID 12295945, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Cyanogen bromide (4.4 gm, 41.9 mmol) was added in portions to the stirred and ice-bath cooled solution of 1-aminonaphthalene (10.0 gm, 69.8 mmol) in toluene (100 mL). After 0.5 hour, the cooling bath was removed the reaction mixture was stirred at room temperature for 12 hours. The precipitate was filtered and the solid was triturated with water (150 mL) for 0.5 hour. The resulted solid was filtered and washed with water (4×20 mL) and the solid was dried in vacuum oven at 40° C. This material (4.6 gm) was used as such without any further purification.

Workup

  1. customthe cooling bath was removed the reaction mixture
  2. stirringwas stirred at room temperature for 12 hours
  3. filtrationThe precipitate was filtered
  4. customthe solid was triturated with water (150 mL) for 0.5 hour
  5. filtrationThe resulted solid was filtered
  6. washwashed with water (4×20 mL)
  7. customthe solid was dried in vacuum oven at 40° C
  8. customsuch without any further purification

Sources & evidence

ORD record
ord-d4901e41c2b2428b94ea0144e652eff6
Source dataset
uspto-grants-2002_03
Patent number
US06358993B1

Reaction notes

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