Ethyl isothiocyanate → HCID 19652745, compound

HRID 1606785Notes

Reaction equation

HRID 1606785 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]=[S:16])[CH3:13]>CC(C)=O>[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)=[S:16])[CH3:13]

Participants

4

Reactant 2

HCID 10966Ethyl isothiocyanateHCID 180661,2,3,4-Tetrahydro-1-naphthylamine

Product 1

HCID 19652745HCID 19652745, compoundYield 50.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

To a stirred solution of 8.84 grams (0.060 mole) of 1,2,3,4-tetrahydro-1-naphthylamine in 100 ml of acetone, under a blanket of nitrogen, is added a solution of 6.27 grams (0.072 mole) of ethyl isothiocyanate in 50 ml of acetone. The reaction mixture is stirred overnight, and the solvent then evaporated at reduced pressure. Toluene is added to the residue, and the mixture is then evaporated at reduced pressure. The residue is crystallized from nitromethane to give 7.08 grams of the product, melting point 120°C. to 122°C.

Workup

  1. customthe solvent then evaporated at reduced pressure
  2. additionToluene is added to the residue
  3. customthe mixture is then evaporated at reduced pressure
  4. customThe residue is crystallized from nitromethane

Sources & evidence

ORD record
ord-c3757b7cd041474e96529bade27b3775
Source dataset
uspto-grants-1976_04
Patent number
US03953606

Reaction notes

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