Ethyl Acetate → HCID 13653167, compound

HRID 1380911Notes

Reaction equation

HRID 1380911 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH:10]1[C:15](=[O:16])[N:14](CC(O)=O)[C:13]2[CH:21]=[CH:22][CH:23]=[CH:24][C:12]=2[S:11]1.[N+](=[CH2:27])=[N-].[C:28]([O:31][CH2:32]C)(=[O:30])[CH3:29]>[H+].[B-](F)(F)(F)F.CCOCC>[CH3:32][O:31][C:28](=[O:30])[CH2:29][N:14]1[C:13]2[CH:21]=[CH:22][CH:23]=[CH:24][C:12]=2[S:11][CH:10]([C:3]2[CH:4]=[C:5]([O:8][CH3:9])[CH:6]=[CH:7][C:2]=2[O:1][CH3:27])[C:15]1=[O:16]

Participants

6

Reactant 3

HCID 8857Ethyl AcetateHCID 9550DiazomethaneHCID 13653154HCID 13653154, compound

Product 1

HCID 13653167HCID 13653167, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 28118Tetrafluoroboric acidCatalystHCID 3283Diethyl EtherSolvent

Procedure

To a solution of [3,4-dihydro-2-(2-hydroxy-5-methoxyphenyl)-3-oxo-2H-1,4-benzothiazin-4-yl]acetic acid (compound No. 14, 2.5 g) in ethyl acetate (20 ml) containing one drop of fluoboric acid, diazomethane dissolved in ether is added and standed overnight. The mixture is concentrated in vacuo to give 1.9 g (70%) of the titled compound.

Workup

  1. additionis added
  2. concentrationThe mixture is concentrated in vacuo

Sources & evidence

ORD record
ord-210eb5033ac84cee99c3e748f87ae516
Source dataset
uspto-grants-1986_04
Patent number
US04584300

Reaction notes

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