Acetyl chloride → HCID 66654177, compound

HRID 588247Notes

Reaction equation

HRID 588247 reaction equation
C([Cl:4])(=O)C.C(OC([N:12]1[CH2:17][CH2:16][S:15](=[O:19])(=[O:18])[CH:14]([C:20]2[CH:25]=[CH:24][C:23]([I:26])=[CH:22][CH:21]=2)[CH2:13]1)=O)(C)(C)C>C(O)C>[ClH:4].[I:26][C:23]1[CH:22]=[CH:21][C:20]([CH:14]2[S:15](=[O:19])(=[O:18])[CH2:16][CH2:17][NH:12][CH2:13]2)=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 118611945HCID 118611945, compound

Product 1

HCID 66654177HCID 66654177, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
55 °C

Procedure

Acetyl chloride (2.8 mL, 39.4 mmol) was added to ethanol (35 mL). The resulting solution was added to 2-(4-Iodo-phenyl)-1,1-dioxo-1λ6-thiomorpholine-4-carboxylic acid tert-butyl ester (2.16 g; 4.94 mmol), at RT. The resulting mixture was stirred at 55° C. for 2 hours, and subsequently, at RT overnight. The resulting suspension was concentrated in vacuo, and treated with iPr2O. The formed precipitate was collected by filtration and dried in vacuo to afford 2-(4-iodo-phenyl)-thiomorpholine 1,1-dioxide hydrochloride (1.78 g).

Workup

  1. customat RT
  2. customovernight
  3. concentrationThe resulting suspension was concentrated in vacuo
  4. additiontreated with iPr2O
  5. filtrationThe formed precipitate was collected by filtration
  6. customdried in vacuo

Sources & evidence

ORD record
ord-15e62df892d0465f8357872e72d81066
Source dataset
uspto-grants-2016_01
Patent number
US09227960B2

Reaction notes

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