Dimethylamine → 4-iodo-N,N-dimethylbenzamide

HRID 981148Notes

Reaction equation

HRID 981148 reaction equation
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[CH3:11][NH:12][CH3:13].C(Cl)(Cl)Cl>C(N(CC)CC)C>[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:12]([CH3:13])[CH3:11])=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 674DimethylamineHCID 6212ChloroformHCID 743734-Iodobenzoyl chloride

Product 1

HCID 8799334-iodo-N,N-dimethylbenzamideYield 94%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

4-Iodobenzoyl chloride (10.0 g) was added portionwise to dimethylamine (1.8 g) in triethylamine (40 ml) at 0°. The suspension was stirred at 0° for 1 h, treated with chloroform (200 ml), washed with aqueous sodium bicarbonate (1 M; 100 ml), dried and evaporated to give the title compound (9.7 g) m.p. 103°-106°.

Workup

  1. washwashed with aqueous sodium bicarbonate (1 M; 100 ml)
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-1c3155243dcc4852beb1b5f8a8a56750
Source dataset
uspto-grants-1991_02
Patent number
US04990505

Reaction notes

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