Water → HCID 20143016, compound

HRID 649325Notes

Reaction equation

HRID 649325 reaction equation
Cl[C:2]1([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=2)[C:7](=[O:8])[N:6]([CH3:9])[C:5]2[CH:10]=[CH:11][CH:12]=[CH:13][C:4]=2[S:3]1.[CH3:21][NH2:22].C(OCC)(=O)C.O>O1CCCC1>[OH:20][C:17]1[CH:18]=[CH:19][C:14]([C:2]2([NH:22][CH3:21])[C:7](=[O:8])[N:6]([CH3:9])[C:5]3[CH:10]=[CH:11][CH:12]=[CH:13][C:4]=3[S:3]2)=[CH:15][CH:16]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6329MethylamineHCID 8857Ethyl AcetateHCID 20143033HCID 20143033, compound

Product 1

HCID 20143016HCID 20143016, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred suspension of 2-chloro-3,4-dihydro-2-(4-hydroxyphenyl)-4-methyl-3-oxo-2H-1,4-benzothiazine (11.5 g, compound No. 2) in tetrahydrofuran (40 ml), 40% aqueous methylamine solution (14.6 ml) is added. The mixture is stirred for 2 hours at room temperature, and poured into a mixture of ethyl acetate and water. The organic layer is washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo to give 10.1 g (89.8%) of the titled compound.

Workup

  1. washThe organic layer is washed with saturated aqueous sodium chloride solution
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2a3c2378cebb419aa2b700c055c9dcd8
Source dataset
uspto-grants-1988_04
Patent number
US04739050

Reaction notes

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