2-Aminobenzonitrile → HCID 17981137, compound

HRID 347747Notes

Reaction equation

HRID 347747 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[C:9]([C:11]1[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=1[NH2:13])#[N:10]>Cl.O>[Cl:1][C:2]1[N:7]=[C:6]([NH:13][C:12]2[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=2[C:9]#[N:10])[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 2

HCID 729132-AminobenzonitrileHCID 775312,4-Dichloropyrimidine

Product 1

HCID 17981137HCID 17981137, compoundYield 36.4%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 962WaterSolvent

Procedure

2,4-Dichloropyrimidine (149 mg, 1 mmol), 2-cyanoaniline (118 mg, 1 mmol) and 2 drops conc. HCl were dissolved in water (20 ml). The reaction mixture was stirred at ambient temperature for 18 hours. The resulting precipitate was filtered off and dried under vacuum to give the title product as a colourless solid (84 mg, 36%). NMR (300 MHz) 6.79 (d, 1H), 7.42 (m, 1H), 7.62 (m, 1H), 7.75 (m, 1H), 7.89 (m, 1H), 8.24 (d, 1H), 10.23 (br, 1H); m/z: (ES+) 231.1 (MH+).

Workup

  1. filtrationThe resulting precipitate was filtered off
  2. customdried under vacuum

Sources & evidence

ORD record
ord-f8d3a14e33204bf789956bdf3deaef7b
Source dataset
uspto-grants-2007_02
Patent number
US07176212B2

Reaction notes

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