Ethyl isocyanate → HCID 21393476, compound

HRID 1606784Notes

Reaction equation

HRID 1606784 reaction equation
[CH:1]1([NH2:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[CH2:12]([N:14]=[C:15]=[O:16])[CH3:13]>CCOCC>[CH2:12]([NH:14][C:15]([NH:11][CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1)=[O:16])[CH3:13]

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 180661,2,3,4-Tetrahydro-1-naphthylamine

Product 1

HCID 21393476HCID 21393476, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A sample of 1,2,3,4-tetrahydro-1-naphthylamine (7.4 grams, 0.05 mole) is dissolved in 140 ml of ether and treated with a solution of ethyl isocyanate (3.6 grams, 0.05 mole) in 10 ml of ether. The reaction mixture is stirred at reflux for 3 hours, and then overnight at room temperature. The crude product is collected by filtration and recrystallized from a hot mixture of methanol and water. The yield is 7.8 grams (71.6%), melting point 178°C. to 179°C.

Workup

  1. temperatureat reflux for 3 hours
  2. customovernight
  3. customat room temperature
  4. filtrationThe crude product is collected by filtration
  5. customrecrystallized from a hot mixture of methanol and water

Sources & evidence

ORD record
ord-effb22a9d83d4313aa4067dd3c7c4367
Source dataset
uspto-grants-1976_04
Patent number
US03953606

Reaction notes

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