Hydrochloric Acid → HCID 178440789, compound

HRID 1078210Notes

Reaction equation

HRID 1078210 reaction equation
C([O:4][C:5]1[C:28]([C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:27][C:8]([CH:9]=[C:10]2[C:15](=[O:16])[N:14]([CH2:17][C:18]3[NH:22][N:21]=[N:20][N:19]=3)[C:13]3[CH:23]=[CH:24][CH:25]=[CH:26][C:12]=3[S:11]2)=[CH:7][C:6]=1[C:33]([CH3:36])([CH3:35])[CH3:34])(=O)C.[OH-].[K+].Cl>C(O)C.O>[C:29]([C:28]1[CH:27]=[C:8]([CH:7]=[C:6]([C:33]([CH3:36])([CH3:35])[CH3:34])[C:5]=1[OH:4])[CH:9]=[C:10]1[C:15](=[O:16])[N:14]([CH2:17][C:18]2[NH:22][N:21]=[N:20][N:19]=2)[C:13]2[CH:23]=[CH:24][CH:25]=[CH:26][C:12]=2[S:11]1)([CH3:32])([CH3:31])[CH3:30]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 178475397HCID 178475397, compound

Product 1

HCID 178440789HCID 178440789, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 2-(4-acetoxy-3,5-di-tert.- butylbenzylidene)-3,4-dihydro-3-oxo-4-(1H-tetrazol-5-ylmethyl)2H-1,4-benzothiazine (compound No. 8-1, 0.19 g) in ethanol (10 ml), potassium hydroxide (0.58 g) dissolved in water (10 ml) was added. The mixture was refluxed over night. 6N hydrochloric acid was added to the mixture to acidify it. The mixture was concentrated in vacuo and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo. The oily residue was purified by silica gel column chromatography to give the titled compound. The physical property of the compound obtained above was the same as the compound (No. 2-1) prepared in Example 2.

Workup

  1. additionwas added
  2. temperatureThe mixture was refluxed over night
  3. concentrationThe mixture was concentrated in vacuo
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe oily residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-9b0b79ede4b746e29c9b9b67a7e02127
Source dataset
uspto-grants-1996_08
Patent number
US05547952

Reaction notes

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