Triethylamine → HCID 497101, compound

HRID 1284549Notes

Reaction equation

HRID 1284549 reaction equation
[N+:1]([C:4]1[NH:5][CH:6]=[CH:7][N:8]=1)([O-:3])=[O:2].C1(C)C=CC(S(O[CH2:19][C:20]([I:24])=[C:21]([I:23])[I:22])(=O)=O)=CC=1.C(N(CC)CC)C>CN(C=O)C>[I:24][C:20](=[C:21]([I:23])[I:22])[CH2:19][N:5]1[CH:6]=[CH:7][N:8]=[C:4]1[N+:1]([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 107012-NitroimidazoleHCID 132330032,3,3-Triiodoallyl-p-toluenesulfonate

Product 1

HCID 497101HCID 497101, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 57 mg (0.5 mmoles) of 2-nitroimidazole and 300 mg (0.5 mmoles) of 3-p-toluenesulfonyloxy-1,1,2-triiodo-1-propene in 30 ml of dry DMF was added 0.07 ml (0.05 mmoles) of triethylamine and the resulting mixture was heated at 60° C. for one hour. After cooling, the reaction mixture was poured into 10 ml of ice-water, the brown crystalline substance thus separated was recovered by filtration, washed with water and then dried. Yield 246 mg (92%), mp 156°-158° C. (with decomposition).

Workup

  1. temperatureAfter cooling
  2. customthe brown crystalline substance thus separated
  3. filtrationwas recovered by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-726d6eb624f44f47bad6725d4934f664
Source dataset
uspto-grants-1986_01
Patent number
US04563472

Reaction notes

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