Benzyl mercaptan → HCID 54046874, compound

HRID 2106942Notes

Reaction equation

HRID 2106942 reaction equation
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[C:5]=1Cl.[CH2:15]([SH:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[C:5]=1[S:22][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 7509Benzyl mercaptanHCID 11430Potassium CarbonateHCID 10751184Methyl 2-chloro-3-nitrobenzoate

Product 1

HCID 54046874HCID 54046874, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

45.4 g (0.21 mol) of 2-chloro-3-nitrobenzoic acid methyl ester and 24.8 ml (0.21 mol) of benzyl mercaptan are dissolved in 420 ml of dimethylformamide, and then 29.2 g (0.21 mol) of potassium carbonate are added and the batch is stirred for 8 hours at 80° C. It is then poured onto ice/water and extracted twice with ethyl acetate. The extracts are washed with water, dried over magnesium sulfate and concentrated by evaporation.

Workup

  1. additionIt is then poured onto ice/water
  2. extractionextracted twice with ethyl acetate
  3. washThe extracts are washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-172f3b8efa1448898a81f9a087d53af0
Source dataset
uspto-grants-1990_06
Patent number
US04931581

Reaction notes

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