Methanethiol → HCID 20230485, compound

HRID 1632843Notes

Reaction equation

HRID 1632843 reaction equation
Cl.[OH:2][C:3]1[CH:13]=[CH:12][C:11]([CH:14](Cl)[CH2:15][NH:16][CH:17]([CH3:19])[CH3:18])=[CH:10][C:4]=1[NH:5][S:6]([CH3:9])(=[O:8])=[O:7].[CH3:21][SH:22]>C(Cl)CCl>[OH:2][C:3]1[CH:13]=[CH:12][C:11]([CH:14]([S:22][CH3:21])[CH2:15][NH:16][CH:17]([CH3:19])[CH3:18])=[CH:10][C:4]=1[NH:5][S:6]([CH3:9])(=[O:8])=[O:7]

Participants

4

Reactant 2

HCID 878MethanethiolHCID 20230479HCID 20230479, compound

Product 1

HCID 20230485HCID 20230485, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A 1-g sample of 2'-hydroxy-5'-[1-chloro-2-(isopropylamino)ethyl]methanesulfonanilide hydrochloride is slowly added to 5 mL of methylmercaptan in 25 mL of ethylene dichloride at 0° to -10° C. under N2 atmosphere. This mixture is first stirred several hours at ice-bath temperature and then stirred at ambient temperature for 24 hours. The mixture is filtered. The filter cake is washed with ethylene dichloride, added to water, and basified with 10% NaOH solution to pH 10 in an ice bath. The aqueous mixture is extracted several times with methylene chloride. The combined extracts are dried over MgSO4 and evaporated to dryness thus yielding the crude product compound.

Workup

  1. waitThis mixture is first stirred several hours at ice-bath
  2. filtrationThe mixture is filtered
  3. washThe filter cake is washed with ethylene dichloride
  4. additionadded to water
  5. custombasified with 10% NaOH solution to pH 10 in an ice bath
  6. extractionThe aqueous mixture is extracted several times with methylene chloride
  7. dry with materialThe combined extracts are dried over MgSO4
  8. customevaporated to dryness

Sources & evidence

ORD record
ord-789f8925790a4c0780ee456d5fd8fc1b
Source dataset
uspto-grants-1984_10
Patent number
US04477680

Reaction notes

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