2-Methylbenzylamine → HCID 19771026, compound

HRID 1589832Notes

Reaction equation

HRID 1589832 reaction equation
[IH:1].CS[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH2:6][N:5]=1.[CH3:14][C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH2:17][NH2:18]>C(O)C>[IH:1].[CH3:14][C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH2:17][NH:18][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7][CH2:6][N:5]=1

Participants

4

Reactant 2

HCID 69932-MethylbenzylamineHCID 19771018HCID 19771018, compound

Product 1

HCID 19771026HCID 19771026, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-Methylthio-3,4-dihydroisoquinoline hydroiodide (1.52 g, 0.005 mol) was dissolved in a solution of ethanol (50 ml) containing 2-methylbenzylamine (0.61 g, 0.005 mol). The colourless solution was heated at reflux temperature for six hours with effluent gases being passed through a CHLOROS trap. The solution was then cooled and stood in the refrigerator overnight to give white crystals (1.38 g). This material was crystallised from methanol/ ethanol to give the title compound (1.06 g) as its hydroiodide salt, m.p. 241°-243°.

Workup

  1. temperatureThe colourless solution was heated
  2. temperatureat reflux temperature for six hours with effluent gases
  3. custombeing passed through a CHLOROS trap
  4. temperatureThe solution was then cooled
  5. customstood in the refrigerator overnight

Sources & evidence

ORD record
ord-9d50c3fa44434bf98f18736e1e696cb3
Source dataset
uspto-grants-1993_04
Patent number
US05200417

Reaction notes

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