Phosphorus oxychloride → Benzonitrile, 2-amino-4-chloro-

HRID 973915Notes

Reaction equation

HRID 973915 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=O.P(Cl)(Cl)(Cl)=O>N1C=CC=CC=1>[NH2:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4]#[N:6]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 123748372-Amino-4-chlorobenzamide

Product 1

HCID 170059Benzonitrile, 2-amino-4-chloro-

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

85.3 g of 2-amino-4-chlorobenzamide obtained in Step (1) was dissolved in 350 ml of pyridine, and to the resulting solution, while maintaining it at 10° to 20° C., there was added dropwise 92 g of phosphorus oxychloride. After being reacted at room temperature for 1 hour, the reaction mixture was poured into ice water. The crystals thus-deposited were collected by filtration, washed with water and dried. Yield: 39 g (51.1%).

Workup

  1. temperatureto the resulting solution, while maintaining it at 10° to 20° C.
  2. customAfter being reacted at room temperature for 1 hour
  3. filtrationThe crystals thus-deposited were collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-26edd31ad639400fb85a583ac49af240
Source dataset
uspto-grants-1991_11
Patent number
US05066577

Reaction notes

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