Sodium methanethiolate → HCID 23283990, compound

HRID 370345Notes

Reaction equation

HRID 370345 reaction equation
[CH3:1][S-:2].[Na+].[N+]([C:7]1[CH:14]=[C:13]([S:15]([F:20])([F:19])([F:18])([F:17])[F:16])[CH:12]=[CH:11][C:8]=1[C:9]#[N:10])([O-])=O>CC(C)=O>[CH3:1][S:2][C:7]1[CH:14]=[C:13]([S:15]([F:20])([F:19])([F:18])([F:17])[F:16])[CH:12]=[CH:11][C:8]=1[C:9]#[N:10]

Participants

4

Reactant 2

HCID 4378561Sodium methanethiolateHCID 23283986HCID 23283986, compound

Product 1

HCID 23283990HCID 23283990, compoundYield 39.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
20 °C

Procedure

Sodium thiomethoxide (8.97 g) was added to a solution of 2-nitro-4-pentafluorosulphanylbenzonitrile (11.7 g) in acetone and stirred at 20° C. overnight, then evaporated and purified by column chromatography on silica gel eluting with ethyl acetate/hexane (3:97) to give 2-methylthio-4-pentafluorosulphanylbenzonitrile (4.65 g), m.p.101-102° C.

Workup

  1. customevaporated
  2. custompurified by column chromatography on silica gel eluting with ethyl acetate/hexane (3:97)

Sources & evidence

ORD record
ord-39e9689cddf746efad0907d4008913b4
Source dataset
uspto-grants-2000_10
Patent number
US06140528

Reaction notes

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