Sodium Carbonate → HCID 22137958, compound

HRID 1827397Notes

Reaction equation

HRID 1827397 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][S:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=2)[CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+]>O.C(O)(=O)C.[Fe]>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[CH2:8][S:9][C:10]1[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=1

Participants

6

Reactant 2

HCID 10340Sodium CarbonateHCID 22137895HCID 22137895, compound

Product 1

HCID 22137958HCID 22137958, compound

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

1.75 g (6.7 mmol) 1-Fluoro-3-(4-nitrophenylsulfanylmethyl)-benzene and 5.55 g (100 mmol) of iron-powder are suspended in 35 ml water and 0.2 ml acetic acid. The mixture is heated overnight at 90°, then cooled and treated with saturated sodium carbonate solution. The suspension is filtered, the solid washed several times with ethyl acetate and the aqueous phase extracted 3 times with ethyl acetate. The combined organic phases are dried and evaporated to give 1.18 g (76%) of a yellowish waxy solid. MS: m/e=234.3 (M++H).

Workup

  1. temperatureThe mixture is heated overnight at 90°
  2. temperaturecooled
  3. filtrationThe suspension is filtered
  4. washthe solid washed several times with ethyl acetate
  5. extractionthe aqueous phase extracted 3 times with ethyl acetate
  6. customThe combined organic phases are dried
  7. customevaporated
  8. customto give 1.18 g (76%) of a yellowish waxy solid

Sources & evidence

ORD record
ord-41b6e50fa5c348b9ad9bcebf10414ef8
Source dataset
uspto-grants-2006_05
Patent number
US07053245B2

Reaction notes

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