Ethylenediamine → 7-[N'-(2-aminoethyl)thioureido]-8-methylquinoline

HRID 1416899Notes

Reaction equation

HRID 1416899 reaction equation
[CH3:1][C:2]1[C:3]([N:12]=[C:13]=[S:14])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[CH2:15]([NH2:18])[CH2:16][NH2:17]>C(Cl)Cl>[NH2:17][CH2:16][CH2:15][NH:18][C:13](=[S:14])[NH:12][C:3]1[C:2]([CH3:1])=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 120495658-Methyl-7-quinolinylisothiocyanate

Product 1

HCID 154343637-[N'-(2-aminoethyl)thioureido]-8-methylquinoline

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

A solution of 8-methyl-7-quinolinylisothiocyanate (1.36 g) in methylene chloride (50 mL) is added dropwise to ethylenediamine (2.26 mL) in solution in methylene chloride (50 mL). The mixture is stirred for 30 minutes at room temperature then rotary evaporated. The residue is suspended in methylene chloride (50 mL) and ether (50 mL) and filtered. The precipitate is dried in vacuo to afford 7-[N'-(2-aminoethyl)thioureido]-8-methylquinoline as a white powder.

Workup

  1. filtrationether (50 mL) and filtered
  2. customThe precipitate is dried in vacuo

Sources & evidence

ORD record
ord-07ce58399044404498dd3ad73962f40c
Source dataset
uspto-grants-1999_06
Patent number
US05916900

Reaction notes

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