Water → HCID 68409645, compound

HRID 1511616Notes

Reaction equation

HRID 1511616 reaction equation
C([N:3]1[CH2:9][CH2:8][C:7](=[O:10])[C:6]2[CH:11]=[CH:12][S:13][C:5]=2[CH2:4]1)=O.O>Cl.O1CCOCC1>[S:13]1[C:5]2[CH2:4][NH:3][CH2:9][CH2:8][C:7](=[O:10])[C:6]=2[CH:11]=[CH:12]1

Participants

4

Reactant 2

HCID 962WaterHCID 86639225HCID 86639225, compound

Product 1

HCID 68409645HCID 68409645, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Conditions

Temperature
60 °C

Procedure

7-Formyl-5,6,7,8-tetrahydrothieno[2,3-c]azepin-4-one (2.6 g) prepared in the step 4 was dissolved in 4N hydrochloric acid/dioxane solution, 13.5 mL of water was added thereto and the mixture was heated at 60° C. for 6 hours with stirring. The solvent was evaporated from the reaction solution in vacuo, water was added to the residue and the mixture was subjected to extraction with diethyl ether. The resulting aqueous solution was slowly neutralized with an aqueous solution of sodium hydrogen carbonate with stirring and subjected to extraction with diethyl ether. The organic layer was separated, washed with water and a saturated solution of sodium chloride successively and dried over anhydrous magnesium sulfate and the solvent was evaporated therefrom in vacuo to give 2.1 g of the objective compound as a brown solid.

Workup

  1. customThe solvent was evaporated from the reaction solution in vacuo, water
  2. additionwas added to the residue
  3. extractionthe mixture was subjected to extraction with diethyl ether
  4. stirringwith stirring
  5. extractionsubjected to extraction with diethyl ether
  6. customThe organic layer was separated
  7. washwashed with water
  8. dry with materiala saturated solution of sodium chloride successively and dried over anhydrous magnesium sulfate
  9. customthe solvent was evaporated

Sources & evidence

ORD record
ord-c4bb98cc745b48afae2c4f30a4eaec2d
Source dataset
uspto-grants-2012_07
Patent number
US08217031B2

Reaction notes

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