Hydrochloric Acid → HCID 20244053, compound

HRID 482868Notes

Reaction equation

HRID 482868 reaction equation
[C:1]([C:5]1[CH2:18][C:17](=[O:19])[C:8]2[N:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]3=[CH:11][S:12][C:7]=2[C:6]=1[C:20]([O:22]CC)=[O:21])([O:3]C)=[O:2].Cl>[OH-].[Na+].C(O)C>[O:19]=[C:17]1[C:8]2[N:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]3=[CH:11][S:12][C:7]=2[C:6]([C:20]([OH:22])=[O:21])=[C:5]([C:1]([OH:3])=[O:2])[CH2:18]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 20244055HCID 20244055, compound

Product 1

HCID 20244053HCID 20244053, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 12 g of 3-carbomethoxy-4-carbethoxy-1-oxo-pyrido[2,1-C][1,4]benzothiazine in 270 ml 0.5N NaOH and 60 ml ethanol was stirred at 60° C. for 2 hrs. It was then acidified with 1N HCl, filtered, the precipitate washed with water and dried to give 8.5 g crude solid which was purified by dissolving in IN NaOH, and crystallizing out by addition of IN HCl. It was then filtered, washed with water and ether to give 7.8 g product, m.p. 222° C. (decomposition).

Workup

  1. filtrationfiltered
  2. washthe precipitate washed with water
  3. customdried
  4. customto give 8.5 g crude solid which
  5. customwas purified
  6. dissolutionby dissolving in IN NaOH
  7. customcrystallizing out by addition of IN HCl
  8. filtrationIt was then filtered
  9. washwashed with water and ether

Sources & evidence

ORD record
ord-01192c5031e14b788109d871a960067c
Source dataset
uspto-grants-1986_03
Patent number
US04576942

Reaction notes

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