Potassium Carbonate → 3-(Pyrrolidin-1-yl)benzene-1,2-dicarbonitrile

HRID 2100213Notes

Reaction equation

HRID 2100213 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[C:6]([C:7]#[N:8])[C:5]=1[C:12]#[N:13])([O-])=O.C(=O)([O-])[O-].[K+].[K+].N1[CH2:24][CH2:23][CH2:22][CH2:21]1>O>[N:1]1([C:4]2[CH:11]=[CH:10][CH:9]=[C:6]([C:7]#[N:8])[C:5]=2[C:12]#[N:13])[CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 1626521,2-Benzenedicarbonitrile, 3-nitro-

Product 1

HCID 577971703-(Pyrrolidin-1-yl)benzene-1,2-dicarbonitrileYield 56%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-nitrophthalonitrile (985 mg, 5.69 mmol), freshly dried potassium carbonate (3.0 g, 21 mmol) and pyrrolidine (15 mL) were heated at reflux for 4 h. The reaction mixture was poured into water (250 mL) to precipitate the product, and this was filtered off, washed with water, and dried to give 1 as an olive-brown powder (633 mg, 56%).

Workup

  1. temperaturewere heated
  2. temperatureat reflux for 4 h
  3. customto precipitate the product
  4. filtrationthis was filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-f7af6ed0b0034f9196f6a4519f1ebbc6
Source dataset
uspto-grants-2009_08
Patent number
US07572327B2

Reaction notes

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