1,8-Diaminonaphthalene → HCID 18785364, compound

HRID 1586338Notes

Reaction equation

HRID 1586338 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[NH2:12])[CH:5]=[CH:4][CH:3]=1>O.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[Na+].C(C(CC)=O)C>[CH2:3]([C:2]1([CH2:11][CH3:10])[NH:12][C:10]2[C:11]3[C:6]([CH:7]=[CH:8][CH:9]=2)=[CH:5][CH:4]=[CH:3][C:2]=3[NH:1]1)[CH3:4]

Participants

4

Reactant 1

HCID 680671,8-Diaminonaphthalene

Product 1

HCID 18785364HCID 18785364, compoundYield 1,769.7%

Reagents, catalysts & solvents 2

HCID 23707900HCID 23707900, compoundCatalystHCID 7288Ethyl ketoneSolvent

Procedure

With 1.58 g of 1,8-diaminonaphthalene, 10.8 g of diethyl ketone and 25 mg of sodium p-toluenesulfonate monohydrate were mixed. The mixture was heated and stirred for 5 hours in a steam bath. The resulting mixture was extracted with 100 ml of ethyl acetate and 50 ml of a saturated aqueous solution of sodium hydrogencarbonate. The solvent was distilled out to obtain 20 g of 2,2-diethyl-2,3-dihydroperimidine.

Workup

  1. temperatureThe mixture was heated
  2. extractionThe resulting mixture was extracted with 100 ml of ethyl acetate and 50 ml of a saturated aqueous solution of sodium hydrogencarbonate
  3. distillationThe solvent was distilled out

Sources & evidence

ORD record
ord-fa84beabbb27454a8a3e4199577c5957
Source dataset
uspto-grants-1999_08
Patent number
US05945209

Reaction notes

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