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

HRID 861928Notes

Reaction equation

HRID 861928 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.ClCl>[CH3:1][C:2]1[C:3]([NH:12][C:13]([NH:17][CH2:16][CH2:15][NH2:18])=[S:14])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2

Participants

5

Reactant 2

HCID 3301EthylenediamineHCID 120495658-Methyl-7-quinolinylisothiocyanate

Product 1

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

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 24526ChlorineSolvent2×

Procedure

A solution of 8-methyl-7-quinolinylisothiocyanate (1.36 g) in CH2Cl2 (50 mL) is added dropwise to ethylene diamine (2.26 mL) in solution in CH2 Cl2 (50 mL). The mixture is stirred for 30 minutes at room temperature then rotary evaporated. The residue is suspended in CH2 Cl2 (50 mL) and ether (50 mL) and filtered. The precipitate is dried in vacuo to afford N-(8-methyl-7-quinolinyl)-N'-2-aminoethylthiourea as a white powder.

Workup

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

Sources & evidence

ORD record
ord-b36896087a374d96b3c7f31b43d3167f
Source dataset
uspto-grants-1998_02
Patent number
US05716966

Reaction notes

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