1,8-Diaminonaphthalene → HCID 18785364, compound

HRID 1107662Notes

Reaction equation

HRID 1107662 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.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 521998p-Toluenesulfonic acid monohydrateCatalystHCID 7288Ethyl ketoneSolvent

Procedure

A mixture of 1.58 g of 1,8-diaminonaphthalene, 10.8 g of diethyl ketone, and 25 mg of p-toluenesulfonic acid monohydrate was heated and stirred for 5 hours in a steam bath and extracted with 100 ml of ethyl acetate and 50 ml of saturated sodium bicarbonate water. The solvent was distilled off, yielding 20 g of 2,2-diethyl-2,3-dihydroperimidine.

Workup

  1. temperaturewas heated
  2. extractionextracted with 100 ml of ethyl acetate and 50 ml of saturated sodium bicarbonate water
  3. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-4601d192bb5a46108bddd32efc84ac36
Source dataset
uspto-grants-2000_05
Patent number
US06063560

Reaction notes

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