Methanethiol → 1-(Methylsulfanyl)-4-nitro-2-(trifluoromethyl)benzene

HRID 2420078Notes

Reaction equation

HRID 2420078 reaction equation
[CH3:1][SH:2].[Na].[F:4][C:5]([F:17])([F:16])[C:6]1[CH:7]=[C:8]([N+:13]([O-:15])=[O:14])[CH:9]=[CH:10][C:11]=1Cl>C(O)C>[CH3:1][S:2][C:11]1[CH:10]=[CH:9][C:8]([N+:13]([O-:15])=[O:14])=[CH:7][C:6]=1[C:5]([F:17])([F:16])[F:4]

Participants

5

Reactant 3

HCID 878MethanethiolHCID 612132-Chloro-5-nitrobenzotrifluorideHCID 5360545Sodium

Product 1

HCID 123270521-(Methylsulfanyl)-4-nitro-2-(trifluoromethyl)benzeneYield 33.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A mixture of 30 g of methyl mercaptan in 50 ml of ethanol was added at 10° C to a mixture of 12.5 g of sodium in 500 ml of ethanol and then 63 g of 3-trifluoromethyl-4-chloro-nitrobenzene were added thereto. The mixture stood at room temperature for 17 hours and was vacuum filtered. The recovered precipitate was washed with water and dried to obtain 22 g of 4-methylthio-3-trifluoromethyl-nitrobenzene melting at 158° C.

Workup

  1. filtrationfiltered
  2. washThe recovered precipitate was washed with water
  3. customdried

Sources & evidence

ORD record
ord-fa8298ce456d44b89c9077c0b1ebee00
Source dataset
uspto-grants-1978_08
Patent number
US04108993

Reaction notes

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