Water → HCID 14621051, compound

HRID 1607195Notes

Reaction equation

HRID 1607195 reaction equation
[C:1]([C:4]1[C:10]([F:11])=[C:9](I)[C:7]([NH2:8])=[C:6]([Cl:13])[CH:5]=1)(=[O:3])[CH3:2].[C:14]([Cu])#[N:15].O>CN(C=O)C>[C:1]([C:4]1[C:10]([F:11])=[C:9]([C:14]#[N:15])[C:7]([NH2:8])=[C:6]([Cl:13])[CH:5]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 14621050HCID 14621050, compoundHCID 178418546HCID 178418546, compound

Product 1

HCID 14621051HCID 14621051, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 2.5 mL of DMF, 0.5 g of 4-acetyl-2-chloro-5-fluoro-6-iodoaniline and 0.15 g of CuCN are heated at 130° C. for 4 hours. The mixture is cooled and 20 mL of H2O is added and stirring is continued for 0.5 hour. The precipitate is collected, washed with water, boiled in 50 mL of MeOH for 10 minutes and filtered. The MeOH filtrate is concentrated to give 0.32 g of the title compound, m.p. 180°-182° C.

Workup

  1. temperatureThe mixture is cooled
  2. customThe precipitate is collected
  3. washwashed with water
  4. waitboiled in 50 mL of MeOH for 10 minutes
  5. filtrationfiltered
  6. concentrationThe MeOH filtrate is concentrated

Sources & evidence

ORD record
ord-b0e60b4d47e141c8ae2edcdda350845b
Source dataset
uspto-grants-1989_09
Patent number
US04863959

Reaction notes

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