Ammonia → 2-(3-Carbamoyl-4-chlorophenyl)-3-chloro-5-trifluoromethylpyridine

HRID 1957268Notes

Reaction equation

HRID 1957268 reaction equation
[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([C:19](Cl)=[O:20])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[NH3:22]>C(Cl)Cl>[C:19]([C:14]1[CH:13]=[C:12]([C:3]2[C:2]([Cl:1])=[CH:7][C:6]([C:8]([F:11])([F:10])[F:9])=[CH:5][N:4]=2)[CH:17]=[CH:16][C:15]=1[Cl:18])(=[O:20])[NH2:22]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 190687513-Chloro-2-(4-chloro-3-chloroformylphenyl)-5-trifluoromethylpyridine

Product 1

HCID 190687502-(3-Carbamoyl-4-chlorophenyl)-3-chloro-5-trifluoromethylpyridine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 4.0 g of 3-chloro-2-(4-chloro-3-chloroformylphenyl)-5-trifluoromethylpyridine in 10 ml of methylene chloride was added dropwise to 100 ml of a 25% by weight aqueous ammonia solution cooled to 0° C. After 3 hours, the crystals which had formed were separated off, stirred with n-hexane, again separated off, washed with n-hexane and finally dried. Yield: 2.8 g (75%) of colorless crystals; melting point: 167°-168° C.

Workup

  1. customthe crystals which had formed
  2. customwere separated off
  3. customagain separated off
  4. washwashed with n-hexane
  5. customfinally dried

Sources & evidence

ORD record
ord-bc85ef746d7846e9aeba4adfda26db97
Source dataset
uspto-grants-1998_07
Patent number
US05783522

Reaction notes

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