Sodium Hydroxide → HCID 14648625, compound

HRID 345145Notes

Reaction equation

HRID 345145 reaction equation
[CH:1]([CH:4]1[CH:10]([NH:11]C(=O)C(F)(F)F)[C:9](=[O:18])[NH:8][C:7]2[CH:19]=[CH:20][CH:21]=[CH:22][C:6]=2[S:5]1)([CH3:3])[CH3:2].[OH-].[Na+]>CO>[NH2:11][CH:10]1[C:9](=[O:18])[NH:8][C:7]2[CH:19]=[CH:20][CH:21]=[CH:22][C:6]=2[S:5][CH:4]1[CH:1]([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14648624HCID 14648624, compound

Product 1

HCID 14648625HCID 14648625, compoundYield 80.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 200 ml of methanol is dissolved 10 g of 2-isopropyl 3-trifluoroacetamido-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, whereto 75 ml of a 4 N aqueous solution of sodium hydroxide is added at room temperature. The reaction mixture is poured into ice water 2.5 hours later, and the precipitated organic substance is extracted with chloroform. The chloroform layer is washed with water and dried over magnesium sulfate. Thereafter, the solvent is distilled off under reduced pressure. Isopropyl ether is added to the residue, and the resulting crystals are collected by filtration to give 5.7 g of 3-amino-2-isopropyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, m.p. 180°-183° C.

Workup

  1. additionis added at room temperature
  2. extractionthe precipitated organic substance is extracted with chloroform
  3. washThe chloroform layer is washed with water
  4. dry with materialdried over magnesium sulfate
  5. distillationThereafter, the solvent is distilled off under reduced pressure
  6. additionIsopropyl ether is added to the residue
  7. filtrationthe resulting crystals are collected by filtration

Sources & evidence

ORD record
ord-a06c62bae06e4708af49bbbd8d40fabb
Source dataset
uspto-grants-1991_10
Patent number
US05055464

Reaction notes

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