Methanethiol → HCID 86739596, compound

HRID 358332Notes

Reaction equation

HRID 358332 reaction equation
[CH3:1][SH:2].C(N(CC)CC)C.[Cl:10][C:11](Cl)=[C:12]([Cl:16])[C:13]([O-])=O.[CH3:18][OH:19]>>[CH3:18][O:19][C:1](=[S:2])[C:11]([Cl:10])=[C:12]([Cl:16])[CH3:13]

Participants

5

Reactant 4

HCID 878MethanethiolHCID 887MethanolHCID 8471TriethylamineHCID 6993467HCID 6993467, compound

Product 1

HCID 86739596HCID 86739596, compound

Procedure

A solution of 4.85 gms (92 mmols) of methanethiol and 9.3 gms (92 mmols) of triethylamine in methanol was slowly added to 17.6 gms (92 mmols) trichloroacrylate with cooling. After addition, the reaction system was stirred at room temperature for about 20 hours. The solvent and excess methanethiol were removed under reduced pressure. Ether was added to the residue (crude product) and the precipitated solvents filtered. The ether was removed under reduced pressure to give an oil. The oil was distilled to give 11.6 gms of a low melting solid (boiling point 125°-150° C. at approximately 50 mm Hg; melting point 27°-30° C.).

Workup

  1. temperaturewith cooling
  2. additionAfter addition
  3. customThe solvent and excess methanethiol were removed under reduced pressure
  4. additionEther was added to the residue (crude product)
  5. filtrationthe precipitated solvents filtered
  6. customThe ether was removed under reduced pressure
  7. customto give an oil
  8. distillationThe oil was distilled
  9. customto give 11.6 gms of a low melting solid (boiling point 125°-150° C. at approximately 50 mm Hg; melting point 27°-30° C.)

Sources & evidence

ORD record
ord-df7b14d384a54513bf7776e56d9f9136
Source dataset
uspto-grants-1984_08
Patent number
US04466962

Reaction notes

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