Iodine → HCID 14621050, compound

HRID 1607194Notes

Reaction equation

HRID 1607194 reaction equation
[C:1]([C:4]1[C:10]([F:11])=[CH:9][C:7]([NH2:8])=[C:6]([Cl:12])[CH:5]=1)(=[O:3])[CH3:2].[I:13]I>CC(O)=O>[C:1]([C:4]1[C:10]([F:11])=[C:9]([I:13])[C:7]([NH2:8])=[C:6]([Cl:12])[CH:5]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 807IodineHCID 14621049HCID 14621049, compound

Product 1

HCID 14621050HCID 14621050, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In 4.8 mL of HOAc, 0.5 g of 4-acetyl-2-chloro-5-fluoroaniline and 0.47 g of HgO are stirred under N2. At room temperature over 4 hours, 0.79 g of I2 is added and after stirring an additional hour, the mixture is filtered and the filter cake washed with 3 mL of AcOH To the filtrate and washed solution, 75 mL of H2O is added to precipitate the title compound, which is collected, washed with H2O and air dried to afford 0.83 g, m.p. 117°-119° C.

Workup

  1. filtrationthe mixture is filtered
  2. washthe filter cake washed with 3 mL of AcOH To the filtrate
  3. washwashed solution, 75 mL of H2O
  4. additionis added
  5. customto precipitate the title compound, which
  6. customis collected
  7. washwashed with H2O and air
  8. customdried
  9. customto afford 0.83 g, m.p. 117°-119° C.

Sources & evidence

ORD record
ord-fc08a95a513e4bc48181ef0e84cae32f
Source dataset
uspto-grants-1989_09
Patent number
US04863959

Reaction notes

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