2-(Ethylthio)aniline → HCID 118204261, compound

HRID 918776Notes

Reaction equation

HRID 918776 reaction equation
[N+:1]([C:4]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:5]=1[CH:6]=O)([O-:3])=[O:2].[CH2:16]([S:18][C:19]1[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=1[NH2:21])[CH3:17]>C1(C)C=CC=CC=1>[CH2:16]([S:18][C:19]1[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=1[N:21]=[CH:6][C:5]1[CH:8]=[CH:9][C:10]([C:12]([F:15])([F:14])[F:13])=[CH:11][C:4]=1[N+:1]([O-:3])=[O:2])[CH3:17]

Participants

4

Reactant 2

HCID 101490092-(Ethylthio)anilineHCID 111603052-Nitro-4-(trifluoromethyl)benzaldehyde

Product 1

HCID 118204261HCID 118204261, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 500 mg of 2-nitro-4-trifluoromethylbenzaldehyde, 349 mg of 2-(ethylsulfanyl)aniline and 4 ml of toluene was refluxed for 4 hours and then concentrated under reduced pressure. The resulting residue was washed with t-butyl methyl ether to obtain 777 mg of (2-ethylsulfanylphenyl) (2-nitro-4-trifluoromethylbenzylidene)amine.

Workup

  1. temperaturewas refluxed for 4 hours
  2. concentrationconcentrated under reduced pressure
  3. washThe resulting residue was washed with t-butyl methyl ether

Sources & evidence

ORD record
ord-d792b151c9554b06a958cb3a92d649c3
Source dataset
uspto-grants-2016_03
Patent number
US09271500B2

Reaction notes

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