2-(Cyanomethyl)benzoic acid → HCID 178518712, compound

HRID 2100717Notes

Reaction equation

HRID 2100717 reaction equation
[C:1]([CH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[C:6](O)=[O:7])#[N:2].[NH2:13][C:14]1[CH:18]=[CH:17][NH:16][N:15]=1>C(O)(=O)C>[NH:16]1[CH:17]=[CH:18][C:14]([NH:13][C:1]2[NH:2][C:6](=[O:7])[C:5]3[C:4]([CH:3]=2)=[CH:12][CH:11]=[CH:10][CH:9]=3)=[N:15]1

Participants

4

Reactant 2

HCID 811142-(Cyanomethyl)benzoic acidHCID 178418806HCID 178418806, compound

Product 1

HCID 178518712HCID 178518712, compoundYield 79.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
130 °C

Procedure

2-Cyanomethyl-benzoic acid (1.61 g, 0.01 mol), 3-amino-pyrazole (1 g, 0.01 mol), acetic acid (15 ml), were sealed in a bottle (20 ml). The mixture was heated at 130° C. for 20 minutes under microwave irradiation. The mixture was concentrated and the residue was dissolved in 5 ml MeOH. The solution was added dropwise to 200 ml water. After stirred for 1 hour, solid was collected and dried to give product (1.8 g, 75% yield). LC-MS: 227 (MH+)

Workup

  1. concentrationThe mixture was concentrated
  2. dissolutionthe residue was dissolved in 5 ml MeOH
  3. additionThe solution was added dropwise to 200 ml water
  4. customsolid was collected
  5. customdried

Sources & evidence

ORD record
ord-1716570d47d84e57b64b9a1e71e4e383
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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