Ethanol → N-Ethyl-N'-(4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)thiourea

HRID 1730727Notes

Reaction equation

HRID 1730727 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]([N:12]=[C:13]=[S:14])[CH2:4][CH2:3]1.C(O)C.[CH2:18]([NH2:20])[CH3:19]>C(Cl)Cl>[CH2:18]([NH:20][C:13]([NH:12][CH:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2](=[O:1])[CH2:3][CH2:4]1)=[S:14])[CH3:19]

Participants

5

Reactant 3

HCID 702EthanolHCID 6341Ethylamine2×HCID 20327310HCID 20327310, compound

Product 1

HCID 20327325N-Ethyl-N'-(4-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)thiourea

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,2,3,4-tetrahydro-4-oxo-1-naphthyl isothiocyanate (5.0 g) in methylene chloride (100 ml), ethylamine is added via ethanol (15 ml) saturated with ethylamine. After stirring for 18 hours, the mixture is heated at reflux for 2 hours, cooled and evaporated to dryness in vacuo. The residue is triturated with water and the title compound collected and dried; m.p. 134° to 138° C.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 2 hours
  3. temperaturecooled
  4. customevaporated to dryness in vacuo
  5. customThe residue is triturated with water
  6. customthe title compound collected
  7. customdried

Sources & evidence

ORD record
ord-40950ae0344d4a228cdb73ceb120d1b9
Source dataset
uspto-grants-1976_11
Patent number
US03993677

Reaction notes

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