Hydrochloric Acid → 2-(2-Hydroxyethylthio)thioxanthone

HRID 1733801Notes

Reaction equation

HRID 1733801 reaction equation
Cl[C:2]1[CH:15]=[CH:14][C:13]2[S:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5](=[O:16])[C:4]=2[CH:3]=1.[K].[SH:18][CH2:19][CH2:20][OH:21].CN(C)C(=O)C.Cl>>[OH:21][CH2:20][CH2:19][S:18][C:2]1[CH:15]=[CH:14][C:13]2[S:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5](=[O:16])[C:4]=2[CH:3]=1

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 15672-MercaptoethanolHCID 31374DimethylacetamideHCID 6188482-ChlorothioxanthoneHCID 5462222Potassium

Product 1

HCID 189391382-(2-Hydroxyethylthio)thioxanthone

Procedure

5.6 g. (0.0225 mol) of 2-chlorothioxanthone and 2.6 g. (0.0225 mol) of the potassium salt of 2-mercaptoethanol are stirred for 18 hours in 20 mol of N,N-dimethylacetamide at 100° C. The reaction mixture is then poured into 2N hydrochloric acid and extracted with ethyl acetate. After conventional work-up and chromatographic purification, 3.5 g. of the analytically pure compound IIIaof melting point 94° C. are obtained.

Workup

  1. extractionextracted with ethyl acetate
  2. customAfter conventional work-up and chromatographic purification, 3.5 g
  3. customof the analytically pure compound IIIaof melting point 94° C. are obtained

Sources & evidence

ORD record
ord-47ad47e224b244c79e4ef18cc04ddd4b
Source dataset
uspto-grants-1996_07
Patent number
US05532112

Reaction notes

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