HCID 14884325, compound → HCID 14884329, compound

HRID 2050477Notes

Reaction equation

HRID 2050477 reaction equation
[S:1]1[CH2:6][CH2:5][CH:4]([NH:7][CH:8]([P:17](=[O:24])([O:21]CC)[O:18]CC)[P:9](=[O:16])([O:13]CC)[O:10]CC)[CH2:3][CH2:2]1>Cl>[S:1]1[CH2:6][CH2:5][CH:4]([NH:7][CH:8]([P:17](=[O:18])([OH:21])[OH:24])[P:9](=[O:10])([OH:16])[OH:13])[CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 14884325HCID 14884325, compound

Product 1

HCID 14884329HCID 14884329, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

1.7 g of tetraethyl (tetrahydro-2H-thiopyran-4-yl)aminomethylenebis(phosphonate) was dissolved in 20 ml of concentrated hydrochloric acid and heated under reflux for 2.5 hours. After cooling, the reaction solution was concentrated under reduced pressure to eliminate hydrochloric acid, 30 ml of purified water was added to the residue and then the mixture was again concentrated under reduced pressure. The obtained pale yellow solid was recrystallized from water-methanol to give 0.8 g of (tetrahydro-2H-thiopyran-4-yl)aminomethylenebis(phosphonic acid) as colorless crystals in the form of needles.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2.5 hours
  3. temperatureAfter cooling
  4. concentrationthe reaction solution was concentrated under reduced pressure
  5. additionwas added to the residue
  6. concentrationthe mixture was again concentrated under reduced pressure
  7. customThe obtained pale yellow solid was recrystallized from water-methanol

Sources & evidence

ORD record
ord-f9cf0d6128c147d5b62dec79fd05714f
Source dataset
uspto-grants-1991_05
Patent number
US05013725

Reaction notes

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