Iodine chloride → 4-Amino-3-iodo-5-(trifluoromethyl)benzonitrile

HRID 2358387Notes

Reaction equation

HRID 2358387 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[C:10]([F:13])([F:12])[F:11].[I:14]Cl>C(Cl)Cl>[NH2:1][C:2]1[C:3]([C:10]([F:11])([F:12])[F:13])=[CH:4][C:5]([C:6]#[N:7])=[CH:8][C:9]=1[I:14]

Participants

4

Reactant 2

HCID 24640Iodine chlorideHCID 27794884-Amino-3-(trifluoromethyl)benzonitrile

Product 1

HCID 684539954-Amino-3-iodo-5-(trifluoromethyl)benzonitrileYield 18.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Amino-3-trifluoromethylbenzonitrile (100 mg, 0.54 mmol) and ICl (1.1 eq, 0.58 mmol, 96.00 mg) were added methylene chloride. The mixture was stirred for 12 hr. The reaction mixture was purified according to step 2 of Example 8 to give a title compound (30.5 mg, 18.10%).

Workup

  1. customThe reaction mixture was purified

Sources & evidence

ORD record
ord-9aac7e94ed4045fb9106760bc2b9cfc2
Source dataset
uspto-grants-2010_07
Patent number
US07763657B2

Reaction notes

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