N-Iodosuccinimide → HCID 12010602, compound

HRID 1828370Notes

Reaction equation

HRID 1828370 reaction equation
[CH3:1][C:2]([NH:7][C:8](=[O:18])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N+:15]([O-:17])=[O:16])([CH3:6])[CH2:3][S:4][CH3:5].[I:19]N1C(=O)CCC1=O>>[CH3:6][C:2]([NH:7][C:8](=[O:18])[C:9]1[C:10]([N+:15]([O-:17])=[O:16])=[CH:11][CH:12]=[CH:13][C:14]=1[I:19])([CH3:1])[CH2:3][S:4][CH3:5]

Participants

3

Reactant 2

HCID 120273N-IodosuccinimideHCID 22066258HCID 22066258, compound

Product 1

HCID 12010602HCID 12010602, compoundYield 43%

Procedure

N-(1,1-Dimethyl-2-methylthioethyl)-2-nitrobenzamide was treated in the same manner as in Example 19, except that N-iodosuccinimide was used as the iodinating agent, to obtain N-(1,1-dimethyl-2-methylthioethyl)-2-iodo-6-nitrobenzamide (yield 43%, melting point 114–115° C.). Regioselectivity of iodination into the 2-position was 100%.

Sources & evidence

ORD record
ord-3652c76750684f40a2fe660ff5e46c63
Source dataset
uspto-grants-2006_06
Patent number
US07057067B2

Reaction notes

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