Ethylamine → HCID 178464574, compound

HRID 1788636Notes

Reaction equation

HRID 1788636 reaction equation
[C:1]([NH:3][C:4](=[N:7][CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH3:19])[CH:16]=2)[CH2:11][CH2:10][CH2:9]1)SC)#[N:2].[CH2:20]([NH2:22])[CH3:21]>C(O)C>[C:1]([N:3]=[C:4]([NH:7][CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH3:19])[CH:16]=2)[CH2:11][CH2:10][CH2:9]1)[NH:22][CH2:20][CH3:21])#[N:2]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 13914595HCID 13914595, compound

Product 1

HCID 178464574HCID 178464574, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5.5 g of N-cyano-N'-(1,2,3,4-tetrahydro-7-methoxy-1-naphthyl)-S-methylisothiourea and 10 ml of 70 percent aqueous ethylamine in 100 ml of ethanol was heated at reflux for 37 hours. The solvent was removed by evaporation in vacuo, and the residue was chromatographed on silica gel, using ethyl acetate as eluent. The ethyl acetate was removed from the eluate by evaporation in vacuo, and the residue was crystallized from toluene to give N"-cyano-N-ethyl-N'-(1,2,3,4-tetrahydro-7-methoxy-1-naphthyl)guanidine as 2.7 g of white, crystalline solid, mp 130°-131°.

Workup

  1. temperatureat reflux for 37 hours
  2. customThe solvent was removed by evaporation in vacuo
  3. customthe residue was chromatographed on silica gel
  4. customThe ethyl acetate was removed from the
  5. customeluate by evaporation in vacuo
  6. customthe residue was crystallized from toluene

Sources & evidence

ORD record
ord-d77170d1529842b2876b4d1481bfd655
Source dataset
uspto-grants-1987_08
Patent number
US04684398

Reaction notes

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