Ethanolamine → HCID 21393473, compound

HRID 1606698Notes

Reaction equation

HRID 1606698 reaction equation
[CH2:1]([CH2:3][NH2:4])[OH:2].[CH:5]1([N:15]=[C:16]=[O:17])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7][CH2:6]1>CCOCC>[OH:2][CH2:1][CH2:3][NH:4][C:16]([NH:15][CH:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7][CH2:6]1)=[O:17]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 162172391-Isocyanato-1,2,3,4-tetrahydronaphthalene

Product 1

HCID 21393473HCID 21393473, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

To a stirred solution of 2.42 grams (0.04 mole) of ethanolamine in 200 ml. of ether is added a solution of 6.95 grams (0.04 mole) of 1,2,3,4-tetrahydro-1-naphthyl isocyanate in 150 ml. of ether over a period of 30 minutes. Additional ether is added to facilitate stirring as the product precipitates. One hour after the isocyanate addition is complete, the mixture is filtered. The filter cake is washed with ether and dried to give 8.61 grams white solid, melting point 146°C. to 149°C. Recrystallization from nitromethane gives the analytical sample, melting point 147°C. to 149°C. Analysis calculated for C13H18N2O2 : C, 66.64; H, 7.74; N, 11.96. Found: C, 66.35; H, 7.78; N, 11.90.

Workup

  1. customprecipitates
  2. additionOne hour after the isocyanate addition
  3. filtrationthe mixture is filtered
  4. washThe filter cake is washed with ether
  5. customdried

Sources & evidence

ORD record
ord-7bbfbfe5b4ee49faa8af54f7fb976d8c
Source dataset
uspto-grants-1976_04
Patent number
US03953506

Reaction notes

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