Acetone → HCID 12800061, compound

HRID 1660418Notes

Reaction equation

HRID 1660418 reaction equation
[SH:1][CH:2]([OH:4])[CH3:3].[OH-].[K+].[CH3:7][C:8](C)=[O:9].[O:11]=[C:12]1[N:16](CC(Cl)=O)[C:15]2[CH:21]=[CH:22][CH:23]=[CH:24][C:14]=2[S:13]1>C(OCC)C.O>[O:11]=[C:12]1[N:16]([CH2:3][C:2](=[O:4])[S:1][CH2:7][CH2:8][OH:9])[C:15]2[CH:21]=[CH:22][CH:23]=[CH:24][C:14]=2[S:13]1

Participants

7

Reactant 4

HCID 180AcetoneHCID 14797Potassium HydroxideHCID 4713212Mercapto-ethanolHCID 12561042HCID 12561042, compound

Product 1

HCID 12800061HCID 12800061, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

A charge containing 0.1 moles of mercaptoethanol, 0.1 moles of 85% potassium hydroxide and 250 ml of acetone is stirred for 10 minutes. To this stirred mixture is added 0.1 moles of 2-oxo-3-benzothiazolineacetyl chloride in one portion. An exothermic reaction set in causing a temperature rise from 30° to about 40° C. After stirring for about 24 hours at room temperature, 500 ml of water and 500 ml of ethyl ether are added and stirring continued at 25°-30° C. for 15 minutes. The separated ether layer is washed with water until neutral to litmus and dried over sodium sulfate. The ether is removed in vacuo at a maximum temperature of 80°-90° C. at 1-2 minutes. Analytical data is summarized in Table I, below.

Workup

  1. customAn exothermic reaction
  2. customfrom 30° to about 40° C
  3. stirringAfter stirring for about 24 hours at room temperature
  4. stirringstirring
  5. waitcontinued at 25°-30° C. for 15 minutes
  6. washThe separated ether layer is washed with water until neutral to litmus and
  7. dry with materialdried over sodium sulfate
  8. customThe ether is removed in vacuo at a maximum temperature of 80°-90° C. at 1-2 minutes

Sources & evidence

ORD record
ord-16be1463caed4227a92e7f58c851b075
Source dataset
uspto-grants-1981_12
Patent number
US04308052

Reaction notes

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