Hydrochloric Acid → HCID 68456400, compound

HRID 748169Notes

Reaction equation

HRID 748169 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[N:17]=[C:16]([C:18]([NH:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][NH:27]C(=O)OC(C)(C)C)=[O:19])[CH:15]=[CH:14][CH:13]=2)=[N:3]1.[ClH:35]>C(OCC)(=O)C>[ClH:35].[NH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][NH:20][C:18]([C:16]1[CH:15]=[CH:14][CH: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)[N:17]=1)=[O:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59750469HCID 59750469, compound

Product 1

HCID 68456400HCID 68456400, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

tert-Butyl [[[6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]carbonyl]amino]hexylcarbamate (0.30 g, 0.62 mmol) was dissolved in ethyl acetate (15 ml), and a solution of 4 N hydrochloric acid in ethyl acetate (2.0 ml, 8.0 mmol) was added thereto under ice cooling condition. The reaction mixture was stirred at the same temperature for 3 hrs. The precipitated crystals were collected by filtration and recrystallized from methanol-diethyl ether to give the titled compound (0.15 g, 56%)

Workup

  1. filtrationThe precipitated crystals were collected by filtration
  2. customrecrystallized from methanol-diethyl ether

Sources & evidence

ORD record
ord-4573bd7ee1f54f43aea4238b7d215c85
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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