2-Fluoro-4-iodoaniline → 2,3-difluoro-N-(2-fluoro-4-iodophenyl)-5-(2-methoxyethoxy)-6-nitroaniline

HRID 73439Notes

Reaction equation

HRID 73439 reaction equation
[F:1][C:2]1[CH:8]=[C:7]([I:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[F:10][C:11]1[CH:16]=[C:15]([O:17][CH2:18][CH2:19][O:20][CH3:21])[C:14]([N+:22]([O-:24])=[O:23])=[C:13](F)[C:12]=1[F:26]>>[F:26][C:12]1[C:11]([F:10])=[CH:16][C:15]([O:17][CH2:18][CH2:19][O:20][CH3:21])=[C:14]([N+:22]([O-:24])=[O:23])[C:13]=1[NH:4][C:3]1[CH:5]=[CH:6][C:7]([I:9])=[CH:8][C:2]=1[F:1]

Participants

3

Reactant 2

HCID 1856942-Fluoro-4-iodoanilineHCID 593863721,2,3-Trifluoro-5-(2-methoxyethoxy)-4-nitrobenzene

Product 1

HCID 593863012,3-difluoro-N-(2-fluoro-4-iodophenyl)-5-(2-methoxyethoxy)-6-nitroanilineYield 32%

Procedure

2-Fluoro-4-iodoaniline (1.6 g, 6.8 mmol) and 1,2,3-trifluoro-5-(2-methoxyethoxy)-4-nitrobenzene (1.7 g, 6.8 mmol) were reacted using the condition described in Example 1 (Step A) to form the title compound (1.02 g, 32%); m/z=467 [M−1].

Sources & evidence

ORD record
ord-06e36c2b778c4915ac0c3bb1eb1c3223
Source dataset
uspto-grants-2014_09
Patent number
US08829052B2

Reaction notes

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