Pyridine → HCID 19074007, compound

HRID 964867Notes

Reaction equation

HRID 964867 reaction equation
[F:1][C:2]1[C:3]([F:15])=[C:4]([F:14])[C:5]([F:13])=[C:6]2C(=O)O[C:8](=[O:9])[C:7]=12.[N:16]1C=CC=CC=1.[NH2:22][NH2:23].C[N:25](C)[CH:26]=[O:27]>>[F:1][C:2]1[C:3]([F:15])=[C:4]([F:14])[C:5]([F:13])=[C:6]([C:26]([NH:25][NH2:16])=[O:27])[C:7]=1[C:8]([NH:22][NH2:23])=[O:9]

Participants

5

Reactant 4

HCID 1049PyridineHCID 6228DimethylformamideHCID 9321HydrazineHCID 69545Tetrafluorophthalic anhydride

Product 1

HCID 19074007HCID 19074007, compoundYield 87%

Procedure

Tetrafluorophthalic anhydride (400 mg, 1.8 mmol) is dissolved in 10 mL of anhydrous N,N-dimethylformamide (DMF) that contains anhydrous pyridine (0.47 mL, 5.8 mmol). To the solution is slowly added hydrazine (64 mg, 2.0 mmol). The resulting mixture is stirred overnight. The reaction mixture is concentrated in vacuo, and the residue is poured into water (200 mL). The precipitate formed is collected by filtration, washed with water and air-dried to give Compound 43 (369 mg, yield: 87%).

Workup

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. additionthe residue is poured into water (200 mL)
  3. customThe precipitate formed
  4. filtrationis collected by filtration
  5. washwashed with water
  6. customair-dried

Sources & evidence

ORD record
ord-943e695952cf4cab8fbdceea88c46fd9
Source dataset
uspto-grants-1998_06
Patent number
US05773236

Reaction notes

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