Ether hydrochloride → HCID 19388472, compound

HRID 1460172Notes

Reaction equation

HRID 1460172 reaction equation
[OH:1][C:2]1[C:18]([OH:19])=[CH:17][CH:16]=[CH:15][C:3]=1[CH2:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]([S:13][CH3:14])=[S:12])[CH2:7][CH2:6]1.[ClH:20].CCOCC>CC(C)=O>[ClH:20].[OH:1][C:2]1[C:18]([OH:19])=[CH:17][CH:16]=[CH:15][C:3]=1[CH2:4][N:5]1[CH2:6][CH2:7][N:8]([C:11]([S:13][CH3:14])=[S:12])[CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 10953452Ether hydrochlorideHCID 19388473HCID 19388473, compound

Product 1

HCID 19388472HCID 19388472, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In 3 ml of acetone was dissolved 250 mg of methyl 4-(2,3-dihydroxybenzyl)-1-piperazinecarbodithioate. To the solution was dropwise added under chilling with ice 0.84 ml of 1-N HCl/ether mixture, and the resulting mixture was stirred at room temperature. The solvent was distilled off under reduced pressure. The residue was stirred at room temperature with 2 ml of acetone. Precipitated crystals were collected by filtration and washed with 4 ml of acetone to give 213 mg of the desired compound as a white powder, m.p. 187°-189° C. (decomp.), yield 76.2%.

Workup

  1. additionTo the solution was dropwise added
  2. distillationThe solvent was distilled off under reduced pressure
  3. stirringThe residue was stirred at room temperature with 2 ml of acetone
  4. customPrecipitated crystals
  5. filtrationwere collected by filtration
  6. washwashed with 4 ml of acetone

Sources & evidence

ORD record
ord-18ccb713ac464be3bd5b2c3ffc14c218
Source dataset
uspto-grants-1991_12
Patent number
US05070089

Reaction notes

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