4-Iodobenzoyl chloride → HCID 70941416, compound

HRID 2402337Notes

Reaction equation

HRID 2402337 reaction equation
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[NH2:11][C:12]1[O:13][C:14]([C:17]2[O:18][CH:19]=[CH:20][CH:21]=2)=[N:15][N:16]=1>N1C=CC=CC=1>[O:18]1[CH:19]=[CH:20][CH:21]=[C:17]1[C:14]1[O:13][C:12]([NH:11][C:6]([C:5]2[CH:9]=[CH:10][C:2]([I:1])=[CH:3][CH:4]=2)=[O:7])=[N:16][N:15]=1

Participants

4

Reactant 2

HCID 743734-Iodobenzoyl chlorideHCID 2021855-(Furan-2-yl)-1,3,4-oxadiazol-2-amine

Product 1

HCID 70941416HCID 70941416, compoundYield 55.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-Iodobenzoyl chloride (2.65 g, 9.95 mmol) was gradually added to a solution of commercially available 2-amino-5-(2-furyl)-1,3,4-oxadiazole (1.00 g, 6.62 mmol) in pyridine (20 mL), followed by stirring at room temperature for 2.5 hr and then at 50° C. overnight. The reaction solution was concentrated. Water and methylene chloride were added to the residue, and precipitated crystals were collected by filtration. The crystals were washed with water and methylene chloride and then dried to obtain the title compound (1.39 g, 3.65 mmol) (yield: 55%).

Workup

  1. customat 50° C.
  2. customovernight
  3. concentrationThe reaction solution was concentrated
  4. additionWater and methylene chloride were added to the residue
  5. customprecipitated crystals
  6. filtrationwere collected by filtration
  7. washThe crystals were washed with water and methylene chloride
  8. customdried

Sources & evidence

ORD record
ord-503e3b89024e4925b96392eb0ad2414e
Source dataset
uspto-grants-2014_08
Patent number
US08796320B2

Reaction notes

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