Ethanethiol → HCID 10366287, compound

HRID 1607698Notes

Reaction equation

HRID 1607698 reaction equation
[F:1][C:2]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[NH:14][S:15]([CH3:18])(=[O:17])=[O:16])[C:8](Cl)=[O:9].[S-:24][C:25]#[N:26].[K+].[CH2:28]([SH:30])[CH3:29]>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[NH:14][S:15]([CH3:18])(=[O:17])=[O:16])[C:8]([NH:26][C:25](=[S:24])[S:30][CH2:28][CH3:29])=[O:9]

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 516872Potassium thiocyanateHCID 100900013-(2,4-Difluorophenoxy)-4-methanesulfonamidobenzoyl chloride

Product 1

HCID 10366287HCID 10366287, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 3-(2,4-difluorophenoxy)-4-methanesulfonamidobenzoyl chloride (0.7 g) and potassium thiocyanate (0.73 g) in toluene (6 ml) was refluxed overnight. Ethyl mercaptan (0.68 ml) was added to the resulting mixture. The mixture was stirred for 5 hours at 60° C. and concentrated. The residue was dissolved in ethyl acetate and washed with water. The organic layer was dried and concentrated to give a yellow powder of ethyl N-[3-(2,4-difluorophenoxy)-4-methanesulfonamidobenzoyl]dithiocarbamate (0.83 g).

Workup

  1. temperaturewas refluxed overnight
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with water
  5. customThe organic layer was dried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-d940eb9283374abeb3fa0b1c53dff989
Source dataset
uspto-grants-1989_09
Patent number
US04866091

Reaction notes

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