Ethylenediamine → 7-[N'-(2-aminoethyl)thioureido]-5-cyano-8-methylquinoline

HRID 1901247Notes

Reaction equation

HRID 1901247 reaction equation
[C:1]([C:3]1[CH:12]=[C:11]([N:13]=[C:14]=[S:15])[C:10]([CH3:16])=[C:9]2[C:4]=1[CH:5]=[CH:6][CH:7]=[N:8]2)#[N:2].[CH2:17]([NH2:20])[CH2:18][NH2:19]>C1(C)C=CC=CC=1>[C:1]([C:3]1[CH:12]=[C:11]([NH:13][C:14]([NH:19][CH2:18][CH2:17][NH2:20])=[S:15])[C:10]([CH3:16])=[C:9]2[C:4]=1[CH:5]=[CH:6][CH:7]=[N:8]2)#[N:2]

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 184653735-Cyano-7-isothiocyanato-8-methylquinoline

Product 1

HCID 184653747-[N'-(2-aminoethyl)thioureido]-5-cyano-8-methylquinoline

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A solution of 5-cyano-8-methyl-7-quinolinylisothiocyanate (0.85 g) in toluene (100 mL) is added dropwise to a solution of 1,2-ethylenediamine (1.94 g) in toluene (100 mL). A yellow-white precipitate is observed after the reaction stirs at room temperature for 10 minutes. The precipitate is filtered and dried in vacuo to afford N-(5-cyano-8-methyl-7-quinolinyl)-N'-2-aminoethylthiourea as a yellow-white solid.

Workup

  1. filtrationThe precipitate is filtered
  2. customdried in vacuo

Sources & evidence

ORD record
ord-13858a31a31e4a98ba7d015c3d1abd47
Source dataset
uspto-grants-1996_11
Patent number
US05576437

Reaction notes

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