Ethanethiol → HCID 15278731, compound

HRID 1459283Notes

Reaction equation

HRID 1459283 reaction equation
[CH2:1]([SH:3])[CH3:2].[C:4]([NH:8][S:9]([C:12]1[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[CH:14][C:13]=1Cl)(=[O:11])=[O:10])([CH3:7])([CH3:6])[CH3:5].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:4]([NH:8][S:9]([C:12]1[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[CH:14][C:13]=1[S:3][CH2:1][CH3:2])(=[O:11])=[O:10])([CH3:7])([CH3:6])[CH3:5]

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 11430Potassium CarbonateHCID 15278730HCID 15278730, compound

Product 1

HCID 15278731HCID 15278731, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5.6 ml of ethylmercaptan are added to a suspension of 20.0 g of N-tert-butyl-2-chloro-5-nitrobenzenesulfonamide, 18.9 g of potassium carbonate and 100 ml of DMF at room temperature. After the mixture has been stirred for 3 hours, it is concentrated under a high vacuum. The residue is taken up in water and acidified with concentrated hydrochloric acid (pH 1 to 2). The aqueous phase is extracted with ethyl acetate. The combined organic phases are dried over magnesium sulfate and then concentrated under reduced pressure. 21.25 g of the desired ethylmercaptan are thus obtained; melting point: 172° to 174° C.

Workup

  1. concentrationit is concentrated under a high vacuum
  2. extractionThe aqueous phase is extracted with ethyl acetate
  3. dry with materialThe combined organic phases are dried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-404ef4aef5174fa59f3f420523924ea9
Source dataset
uspto-grants-1998_12
Patent number
US05854179

Reaction notes

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