Diethylamine → N,N-diethyl-4-iodobenzamide

HRID 981147Notes

Reaction equation

HRID 981147 reaction equation
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[CH2:11]([NH:13][CH2:14][CH3:15])[CH3:12]>C(N(CC)CC)C>[CH2:11]([N:13]([CH2:14][CH3:15])[C:6](=[O:7])[C:5]1[CH:9]=[CH:10][C:2]([I:1])=[CH:3][CH:4]=1)[CH3:12]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 743734-Iodobenzoyl chloride

Product 1

HCID 875218N,N-diethyl-4-iodobenzamideYield 89.7%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

4-Iodobenzoylchloride (10.0 g) was added portionwise to diethylamine (2.92 g) in triethylamine (40 ml) while the temperature was maintained at ca 20°. The resulting slurry was stirred at room temperature for 1 h, diluted with ER (150 ml), filtered and evaporated to give the title compound (10.2 g) m.p. 68°-70°.

Workup

  1. temperaturewas maintained at ca 20°
  2. additiondiluted with ER (150 ml)
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-2fe8029bb8c142cda4f7fd156c625623
Source dataset
uspto-grants-1991_02
Patent number
US04990505

Reaction notes

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