Benzonitrile, 4-bromo- → 4-(4-Methoxy-2-trifluoromethyl-phenylamino)-benzonitrile

HRID 1428213Notes

Reaction equation

HRID 1428213 reaction equation
Br[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[F:10][C:11]([F:22])([F:21])[C:12]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:13]=1[NH2:14]>>[CH3:20][O:19][C:17]1[CH:16]=[CH:15][C:13]([NH:14][C:2]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=2)=[C:12]([C:11]([F:10])([F:21])[F:22])[CH:18]=1

Participants

3

Reactant 2

HCID 12162Benzonitrile, 4-bromo-HCID 226017214-Methoxy-2-(trifluoromethyl)aniline

Product 1

HCID 667658264-(4-Methoxy-2-trifluoromethyl-phenylamino)-benzonitrileYield 60.5%

Procedure

Analogously to Example 1a), 4-bromobenzonitrile was reacted with 2-trifluoromethyl-4-methoxy-aniline. After chromatographic purification through silica gel (petroleum ether with 10 to 30% ethyl acetate) the 4-(4-methoxy-2-trifluoromethyl-phenylamino)-benzonitrile was obtained in a yield of 60.5% of theory.

Workup

  1. customAfter chromatographic purification through silica gel (petroleum ether with 10 to 30% ethyl acetate) the 4-(4-methoxy-2-trifluoromethyl-phenylamino)-benzonitrile
  2. customwas obtained in a yield of 60.5% of theory

Sources & evidence

ORD record
ord-86b8c2da8ad44f178bbc2d1c101a0a8d
Source dataset
uspto-grants-2015_01
Patent number
US08937073B2

Reaction notes

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