HCID 9934281, compound → HCID 15227683, compound

HRID 1721574Notes

Reaction equation

HRID 1721574 reaction equation
[C:1]1([S:7][CH2:8][CH2:9][CH2:10][CH2:11][NH:12][CH:13]([P:22](=[O:29])([O:26]CC)[O:23]CC)[P:14](=[O:21])([O:18]CC)[O:15]CC)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>Cl>[C:1]1([S:7][CH2:8][CH2:9][CH2:10][CH2:11][NH:12][CH:13]([P:22](=[O:23])([OH:26])[OH:29])[P:14](=[O:15])([OH:18])[OH:21])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 9934281HCID 9934281, compound

Product 1

HCID 15227683HCID 15227683, compoundYield 58.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Tetraethyl 4-(phenylthio)butylaminomethylenebisphosphonate (11.1 g) was dissolved in concentrated hydrochloric acid (!50 ml) and the mixture was refluxed For 2.5 hours. After the reaction mixture was concentrated under reduced pressure, water was poured and separated crystals were collected by filtration to obtain 4-(phenylthio)butylaminomethylenebisphosphonic acid (4.94 g) as a white powder. Sodium methylate (28% methanol solution, 13.3 g) was added to the suspension of this powder (4.08 g) in methanol (50 ml), and the resultant was stirred at room temperature for one hour and then concentrated under reduced pressure. Methanol was added to the residue, the separated white crystals were collected by filtration and recrystallized from water-methanol to obtain tetrasodium 4-(phenylthio)butylaminomethylenebisphosphonate as a white powder (3.90 g, 43% ).

Workup

  1. temperaturethe mixture was refluxed For 2.5 hours
  2. concentrationAfter the reaction mixture was concentrated under reduced pressure, water
  3. additionwas poured
  4. customseparated crystals
  5. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-b536202c678841a1b9bb281a0e9d12bf
Source dataset
uspto-grants-1996_04
Patent number
US05512552

Reaction notes

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