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

HRID 1901243Notes

Reaction equation

HRID 1901243 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>[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

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 CH2Cl2 (50 mL) is added dropwise to ethylene diamine (2.26 mL) in solution in CH2Cl2 (50 mL). The mixture is stirred for 30 minutes at room temperature then rotary evaporated. The residue is suspended in CH2Cl2 (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-c896a4e0b23e4dc9a3ac0f3de8dbace1
Source dataset
uspto-grants-1996_11
Patent number
US05576437

Reaction notes

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