Tert-Butylamine → HCID 13375892, compound

HRID 1380914Notes

Reaction equation

HRID 1380914 reaction equation
[O:1]1[CH2:24][CH:2]1[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:6]=1[CH:13]1[C:18](=[O:19])[NH:17][C:16]2[CH:20]=[CH:21][CH:22]=[CH:23][C:15]=2[S:14]1.[C:25]([NH2:29])([CH3:28])([CH3:27])[CH3:26]>C(O)C>[C:25]([NH:29][CH2:24][CH:2]([OH:1])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:6]=1[CH:13]1[C:18](=[O:19])[NH:17][C:16]2[CH:20]=[CH:21][CH:22]=[CH:23][C:15]=2[S:14]1)([CH3:28])([CH3:27])[CH3:26]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 13653150HCID 13653150, compound

Product 1

HCID 13375892HCID 13375892, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3,4-Dihydro-2-[2-(2,3-epoxypropoxy)-5-methoxyphenyl]-3-oxo-2H-1,4-benzothiazine (compound No. 10, 0.8 g) and tert-butylamine (2.5 ml) are dissolved in ethanol (15 ml). The solution is refluxed for 1.5 hours, and after cooling, concentrated in vacuo. The residue is dissolved in chloroform, and the solution is washed with 2N HCl, water and N NaOH. The organic layer is dried over anhydrous sodium sulfate and concentrated in vacuo to give 0.9 g (93%) of the titled compound.

Workup

  1. temperatureThe solution is refluxed for 1.5 hours
  2. temperatureafter cooling
  3. concentrationconcentrated in vacuo
  4. dissolutionThe residue is dissolved in chloroform
  5. washthe solution is washed with 2N HCl, water and N NaOH
  6. dry with materialThe organic layer is dried over anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-71a8e79f49694e4fa5393aaa4dc6af02
Source dataset
uspto-grants-1986_04
Patent number
US04584300

Reaction notes

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