Potassium Carbonate → HCID 13587122, compound

HRID 370067Notes

Reaction equation

HRID 370067 reaction equation
[NH2:1][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.C(=O)([O-])[O-].[K+].[K+].Br[CH2:24][CH2:25][O:26][CH2:27][CH2:28]Br>>[O:26]1[CH2:27][CH2:28][N:1]([C:2]2[CH:15]=[CH:14][C:13]3[S:12][C:11]4[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=4)[C:5](=[O:16])[C:4]=3[CH:3]=2)[CH2:24][CH2:25]1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 21521Bis(2-bromoethyl) etherHCID 3164168HCID 3164168, compound

Product 1

HCID 13587122HCID 13587122, compound

Conditions

Temperature
180 °C

Procedure

2-Aminothioxanthone (4.9 g.), anhydrous potassium carbonate (4.5 g.) and di(ethylene-glycol) diethyl ether (150 ml) were heated to reflux (180° C.) and 5.2 g. of 2-bromoethyl ether was added. The reaction was held at reflux for 24 hours, filtered hot and the solvent removed under vacuum. The residue was recrystallized from acetone to give 2-morpholinothioxanthone, mp 166-167° C. Structure was confirmed by IR, NMR, C-13 NMR and MS.

Workup

  1. temperatureat reflux for 24 hours
  2. filtrationfiltered hot
  3. customthe solvent removed under vacuum
  4. customThe residue was recrystallized from acetone

Sources & evidence

ORD record
ord-126ea1f963914521b37c531ad7dacee3
Source dataset
uspto-grants-2000_10
Patent number
US06140385

Reaction notes

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