Ethylenediamine → HCID 22461243, compound

HRID 1275666Notes

Reaction equation

HRID 1275666 reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].[N:5]([C:8]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:9]=1[CH2:10][C:11](=[O:17])[NH:12]2)=[C:6]=[S:7]>C(Cl)Cl>[NH2:3][CH2:2][CH2:1][NH:4][C:6](=[S:7])[NH:5][C:8]1[CH:16]=[CH:15][CH:14]=[C:13]2[C:9]=1[CH2:10][C:11](=[O:17])[NH:12]2

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 22461242HCID 22461242, compound

Product 1

HCID 22461243HCID 22461243, compoundYield 110.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethylenediamine (0.828 mL, 12.38 mmol) is added to a solution of 4-isothiocyanatooxindole (0.471 g, 2.48 mmol) in methylene chloride (20 mL). The resulting solution is stirred at room temperature for 2.5 hours. The reaction mixture is concentrated by rotary evaporation to yield 0.688 g of crude 4-[N'-(2-aminoethyl)thioureido]oxindole as a green solid. This material is carried on directly to the next step.

Workup

  1. concentrationThe reaction mixture is concentrated by rotary evaporation

Sources & evidence

ORD record
ord-ef523873c0104afaa4e668ec1e43c7c1
Source dataset
uspto-grants-2000_12
Patent number
US06162818

Reaction notes

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