Ethanol → HCID 21544460, compound

HRID 1606762Notes

Reaction equation

HRID 1606762 reaction equation
[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([SH:11])=[CH:4][CH:3]=1.Cl[CH2:13][C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:15].[OH-].[Na+].C(O)C>O>[CH2:13]([S:11][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8])[C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:15]

Participants

6

Reactant 4

HCID 702EthanolHCID 107572-ChloroacetophenoneHCID 14798Sodium HydroxideHCID 155577875-Chloro-2-sulfanylbenzoic acid

Product 1

HCID 21544460HCID 21544460, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 18.9 g. (0.1 mole) of 5-chlorothiosalicylic acid, 15.4 g. (0.1 mole) of α-chloroacetophenone and 8 g. (0.2 mole) of sodium hydroxide in 200 ml. of ethanol containing 45 ml. of water is heated to reflux for 2 hours. After removing one-fourth the alcohol under reduced pressure, the mixture is acidified with hydrochloric acid and the resulting precipitated product filtered, 5.0 g., m.p. 154°-156° C. The analytical sample has a melting point of 156°-157.5° C.

Workup

  1. temperatureto reflux for 2 hours
  2. customAfter removing one-fourth the alcohol under reduced pressure
  3. customthe resulting precipitated product
  4. filtrationfiltered

Sources & evidence

ORD record
ord-c658e2c1876446b9aa0e67da87a080a2
Source dataset
uspto-grants-1976_04
Patent number
US03953595

Reaction notes

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