Acetic Acid → HCID 178419584, compound

HRID 325909Notes

Reaction equation

HRID 325909 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][N:10]2[C:14]([S:15]CC3C=CC=CC=3)=[N:13][N:12]=[N:11]2)[CH2:4][CH2:3]1.C(O)(=O)C.[BrH:27]>O>[BrH:27].[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:8][CH2:9][N:10]2[C:14]([SH:15])=[N:13][N:12]=[N:11]2)[CH2:6][CH2:7]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 20252210HCID 20252210, compound

Product 1

HCID 178419584HCID 178419584, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1-[2-(4-methyl-1-piperazinyl)ethyl]-5 benzylthio-1H-tetrazole (5.4 g), acetic acid (40 ml) and conc. hydrobromic acid (40 ml) was heated at 70° to 80° C. for 8 hours. After the concentration of the reaction mixture, the concentrate was diluted with water. The mixture was washed with diethyl ether twice and evaporated under reduced pressure. The residue was recrystallized from methanol. A solution of the obtained crystals in a little amounted of water was adjusted to pH 6.0 with 1 N aqueous solution of potassium hydroxide., washed with ethyl acetate and then evaporated under reduced pressure. To the residue was added hot ethanol and insoluble materials were filtered out. The filtrate was cooled and the precipitated crystals were collected by filtration to give 1-[2-(4-methyl-1-piperazinyl)ethyl]-1H-tetrazole-5-thiol hydrobromide (1.1 g), mp 216° to 222° C.

Workup

  1. temperaturewas heated at 70° to 80° C. for 8 hours
  2. washThe mixture was washed with diethyl ether twice
  3. customevaporated under reduced pressure
  4. customThe residue was recrystallized from methanol
  5. wash, washed with ethyl acetate
  6. customevaporated under reduced pressure
  7. additionTo the residue was added hot ethanol and insoluble materials
  8. filtrationwere filtered out
  9. temperatureThe filtrate was cooled
  10. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-ebbb365aedcf49928ce03efb6f99f27a
Source dataset
uspto-grants-1984_04
Patent number
US04443443

Reaction notes

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