Hydrochloric Acid → HCID 131718310, compound

HRID 1198121Notes

Reaction equation

HRID 1198121 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O: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.[ClH:30]>>[OH2:7].[ClH:30].[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O: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].[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O: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].[ClH:30]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 54526422HCID 54526422, compound

Product 1

HCID 131718310HCID 131718310, compoundYield 65%

Procedure

A mixture of tetraethyl 4-(2-pyridyloxy)butylaminomethylenebisphosphonate (0.85 g) and conc. hydrochloric acid (10 ml) was heated for 2 hours under reflux. The reaction mixture was concentrated under reduced pressure. The concentrate was treated with methanol to give a solid matter, which was recrystallized from water-methanol to give 4-(2-pyridyloxy)butylaminomethylenebisphosphonic acid hydrochloride hemihydrate (0.471 g, 65%), m.p. 155° C. to 157° C.

Workup

  1. temperaturewas heated for 2 hours
  2. temperatureunder reflux
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. additionThe concentrate was treated with methanol
  5. customto give a solid matter, which
  6. customwas recrystallized from water-methanol

Sources & evidence

ORD record
ord-4325a0674a154e5b9a693ddc1ceae582
Source dataset
uspto-grants-1994_01
Patent number
US05280022

Reaction notes

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