Melatonin → 2-Iodomelatonin

HRID 326977

Reaction equation

HRID 326977 reaction equation
[CH3:1][C:2]([NH:4][CH2:5][CH2:6][C:7]1[C:11]2[CH:12]=[C:13]([O:16][CH3:17])[CH:14]=[CH:15][C:10]=2[NH:9][CH:8]=1)=[O:3].[I:18]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[C:2]([NH:4][CH2:5][CH2:6][C:7]1[C:11]2[C:10](=[CH:15][CH:14]=[C:13]([O:16][CH3:17])[CH:12]=2)[NH:9][C:8]=1[I:18])(=[O:3])[CH3:1]

Participants

4

Reactant 2

HCID 896MelatoninHCID 120273N-Iodosuccinimide

Product 1

HCID 1153482-Iodomelatonin

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
-20 °C

Procedure

To a solution of melatonin (2.32 g: 10 mM) in chloroform (70 ml) cooled at -20° C. there is added N-iodosuccinimide (NIS:2.25 g; 10 nM); the reaction mixture is stirred at -20° C. for 4.5 hours.

Sources & evidence

ORD record
ord-0f931396061d40c0820e9436235af492
Source dataset
uspto-grants-1993_12
Patent number
US05272141

Linked notes

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