Water → HCID 178515746, compound

HRID 2372298Notes

Reaction equation

HRID 2372298 reaction equation
[CH2:1]1[S:15]/[C:4](=[C:5]2/[N:6]=[C:7]3[C:13]([S:14]/2)=[CH:12][C:10](=[O:11])[CH:9]=[CH:8]3)/[NH:3][C@H:2]1[C:16]([OH:18])=[O:17].[O-2:19].[Mg+2].[O:21]=[P:22](Cl)(Cl)Cl.[OH2:26]>C(Cl)(Cl)(Cl)Cl>[CH2:1]1[S:15]/[C:4](=[C:5]2/[N:6]=[C:7]3[C:13]([S:14]/2)=[CH:12][C:10](=[O:11])[CH:9]=[CH:8]3)/[NH:3][C@H:2]1[C:16]([OH:18])=[O:17].[O-:19][P:22]([O-:21])([O-:11])=[O:26]

Participants

6

Reactant 4

HCID 962WaterHCID 24813Phosphorus oxychlorideHCID 6850729Magnesium monoxideHCID 178515745HCID 178515745, compound

Product 1

HCID 178515746HCID 178515746, compoundYield 29%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

50 mg (180 μmole) D-luciferin is dissolved in 2 ml water and mixed with 350 mg (8.75 mmole) magnesium oxide. To the cooled suspension, slowly and drop by drop a solution of 92 mg (600 μmole) phosphoroxychloride in 1 ml carbon tetrachloride is added. It is then allowed to stand for 30 min at room temperature, filtered and neutralized with acetic acid. After concentration, it is purified with HPLC as in Example 3. The yield is 29% of theoretical.

Workup

  1. additionis added
  2. filtrationfiltered
  3. concentrationAfter concentration, it
  4. customis purified with HPLC as in Example 3

Sources & evidence

ORD record
ord-c00b03bbf0fd4c488478400144ba8257
Source dataset
uspto-grants-1992_03
Patent number
US05098828

Reaction notes

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