Methane → HCID 18916577, compound

HRID 1290654Notes

Reaction equation

HRID 1290654 reaction equation
[CH3:1][N:2]1[CH:10]2[CH:6]([CH2:7][C:8]([P:15]([OH:18])(=[O:17])[OH:16])([P:11]([OH:14])(=[O:13])[OH:12])[CH2:9]2)[CH2:5][CH2:4][CH2:3]1.[C:19]([S:22][CH2:23][CH2:24][Br:25])(=[O:21])[CH3:20].C>O.CS(C)=O>[Br-:25].[P:11]([C:8]1([P:15]([OH:16])([OH:18])=[O:17])[CH2:9][CH:10]2[CH:6]([CH2:5][CH2:4][CH2:3][N+:2]2([CH2:24][CH2:23][S:22][C:19](=[O:21])[CH3:20])[CH3:1])[CH2:7]1)([OH:12])([OH:14])=[O:13]

Participants

6

Reactant 3

HCID 297MethaneHCID 523036Ethanethioic acid, S-(2-bromoethyl) esterHCID 14518763HCID 14518763, compound

Product 1

HCID 18916577HCID 18916577, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

Octahydro-1-methyl-1-pyrindine-6,6-diphosphonic acid (0.12 mmol) is dissolved in a mixture of water (25 ml) and DMSO (5 ml). To this is added 2-acetylthioethyl bromide (0.60 mmol) and the reaction mixture is heated at 60° for 24 hours. The reaction mixture is cooled, treated with charcoal, filtered and concentrated under reduced pressure. The crude residue is triturated with diethylether and the product can be obtained by recrystallizing the solid residue in water and isopropanol.

Workup

  1. temperaturethe reaction mixture is heated at 60° for 24 hours
  2. temperatureThe reaction mixture is cooled
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe crude residue is triturated with diethylether
  6. customthe product can be obtained
  7. customby recrystallizing the solid residue in water

Sources & evidence

ORD record
ord-f301d39577144ce3ae58d6ad92ae7d2d
Source dataset
uspto-grants-1998_05
Patent number
US05753634

Reaction notes

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