Diisopropylethylamine → 2-Iodo-5-nitrobenzamide

HRID 503689Notes

Reaction equation

HRID 503689 reaction equation
CC[N:3](C(C)C)C(C)C.[I:10][C:11]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][C:12]=1[C:13](Cl)=[O:14]>C(Cl)Cl>[I:10][C:11]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][C:12]=1[C:13]([NH2:3])=[O:14]

Participants

4

Reactant 2

HCID 81531DiisopropylethylamineHCID 207923042-Iodo-5-nitrobenzoyl chloride

Product 1

HCID 98039472-Iodo-5-nitrobenzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The deprotected Rink amide polymer is suspended in 20 ml of DCM and 2.00 g (1.55 mmol, 2 equivalents) of DIEA, and then 1.93 g (6.18 mmol, 2 equivalents) of 2-iodo-5-nitrobenzoyl chloride (Example 2A) are added. The mixture is shaken at room temperature overnight. This is followed by washing three times each with DMF, methanol and DCM. The resulting polymer 1 is dried in vacuo.

Workup

  1. washby washing three times each with DMF, methanol and DCM
  2. dry with materialThe resulting polymer 1 is dried in vacuo

Sources & evidence

ORD record
ord-670520c533234d7d8397b818b85d5277
Source dataset
uspto-grants-2010_08
Patent number
US07776922B2

Reaction notes

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