Ammonium Chloride → HCID 86658451, compound

HRID 1515375Notes

Reaction equation

HRID 1515375 reaction equation
[Si]([O:18][CH2:19][CH2:20]/[C:21](=[CH:31]\[S:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)/[C:22](=[S:30])[NH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.[Cl-].[NH4+]>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.O1CCCC1>[OH:18][CH2:19][CH2:20]/[C:21](=[CH:31]\[S:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)/[C:22](=[S:30])[NH:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 86658452HCID 86658452, compound

Product 1

HCID 86658451HCID 86658451, compound

Reagents, catalysts & solvents 2

HCID 70681Tetrabutylammonium ChlorideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

1 ml of tetra n-butyl ammonium chloride (1 mol/l of tetrahydrofuran solution) was added to 5 ml of tetrahydrofuran solution including 0.4 g of (E)-4-(tert-butyldiphenylsilyloxy)-N-phenyl-2-(phenylthiomethylene)butanethioamide. The resulting solution was stirred at room temperature for 30 minutes and added with saturated ammonium chloride. The solution was extracted with ethyl acetate, dried with anhydrous magnesium sulfate and filtered, concentrated under reduced pressure. Crude (E)-4-hydroxy-N-phenyl-2-(phenylthiomethylene)butanethioamide was obtained. The crude was used in the next reaction without purification.

Workup

  1. extractionThe solution was extracted with ethyl acetate
  2. dry with materialdried with anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ffc0c4b2d46a43baacd3a07d6b154306
Source dataset
uspto-grants-2012_07
Patent number
US08222430B2

Reaction notes

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