Hydrochloric Acid → 2-[4-(2-Aminoethyl)-2-pyridyl]-4h-1,3-benzothiazine-4-one hydrochloride salt

HRID 748309Notes

Reaction equation

HRID 748309 reaction equation
[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5][C:4]([C:12]2[CH:17]=[C:16]([CH2:18][CH2:19][NH:20]C(=O)OC(C)(C)C)[CH:15]=[CH:14][N:13]=2)=[N:3]1.[ClH:28]>C(OCC)(=O)C>[ClH:28].[NH2:20][CH2:19][CH2:18][C:16]1[CH:15]=[CH:14][N:13]=[C:12]([C:4]2[S:5][C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[C:2](=[O:1])[N:3]=2)[CH:17]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22939473HCID 22939473, compound

Product 1

HCID 684564452-[4-(2-Aminoethyl)-2-pyridyl]-4h-1,3-benzothiazine-4-one hydrochloride saltYield 12%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

tert-Butyl 2-[2-(4-oxo-4H-1,3-benzothiazin-2-yl)-4-pyridyl]ethylcarbamate (0.40 g, 1.0 mmol) was dissolved in ethyl acetate (20 ml), and 4 N hydrochloric acid in ethyl acetate (2 ml) was added thereto dropwise at 0° C. The mixture was stirred at the same temperature for 1 hr. The precipitates were collected by filtration and recrystallized from diisopropyl ether-methanol to give the titled compound (0.04 g, 12%) as white crystals.

Workup

  1. customdropwise at 0° C
  2. filtrationThe precipitates were collected by filtration
  3. customrecrystallized from diisopropyl ether-methanol

Sources & evidence

ORD record
ord-7c6815c74d414c9eb992bbee427ca1a2
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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