Ethanethiol → HCID 14305450, compound

HRID 1607680Notes

Reaction equation

HRID 1607680 reaction equation
[F:1][C:2]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[N+:14]([O-:16])=[O:15])[C:8](Cl)=[O:9].[S-:22][C:23]#[N:24].[K+].[CH2:26]([SH:28])[CH3:27]>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[N+:14]([O-:16])=[O:15])[C:8]([NH:24][C:23](=[S:22])[S:28][CH2:26][CH3:27])=[O:9]

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 516872Potassium thiocyanateHCID 10448313HCID 10448313, compound

Product 1

HCID 14305450HCID 14305450, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 3-(2,4-difluorophenoxy)-4-nitrobenzoyl chloride (2.1 g) and potassium thiocyanate (2.8 g) in toluene (20 ml) was refluxed overnight. Ethyl mercaptan (2.6 ml) was added to the resulting mixture. The mixture was stirred for 4 hours at 60° C. and concentrated. The residue was dissolved in ethyl acetate and washed with water. The organic layer was dried over magnesium sulfate and concentrated to give crystals of ethyl N-[3-(2,4-difluorophenoxy)-4-nitrobenzoyl]dithiocarbamate (2.2 g).

Workup

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

Sources & evidence

ORD record
ord-d185ea5a3c1a4b34966404c17b1dbafb
Source dataset
uspto-grants-1989_09
Patent number
US04866091

Reaction notes

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