Water → 2-(Ethylsulfanyl)-5-nitrobenzonitrile

HRID 1667586Notes

Reaction equation

HRID 1667586 reaction equation
F[C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[C:4]#[N:5].C(N(CC)CC)C.[CH2:20]([SH:22])[CH3:21].O>CN(C=O)C>[CH2:20]([S:22][C:2]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][C:3]=1[C:4]#[N:5])[CH3:21]

Participants

6

Reactant 4

HCID 962WaterHCID 6343EthanethiolHCID 8471TriethylamineHCID 5194172-Fluoro-5-nitrobenzonitrile

Product 1

HCID 574481812-(Ethylsulfanyl)-5-nitrobenzonitrileYield 97%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 2-fluoro-5-nitrobenzonitrile (5.00 g, 30.1 mmol) in DMF (100 mL), triethylamine (9.30 mL, 66.7 mmol) was added and followed by ethanethiol (2.80 mL, 37.9 mmol). After stirring at rt for 1 h, the reaction mixture was poured into water (500 mL). The resulting precipitate was filtered and dried on high vacuum overnight to provide 5A (6.08 g, 97%).

Workup

  1. filtrationThe resulting precipitate was filtered
  2. customdried on high vacuum overnight

Sources & evidence

ORD record
ord-5f3dacf6515e4129bb8d17bfe3f7bf5d
Source dataset
uspto-grants-2011_10
Patent number
US08044242B2

Reaction notes

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