HCID 15221586, compound → HCID 23196290, compound

HRID 726533Notes

Reaction equation

HRID 726533 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][N:10]1[C:19]2[C:18]3[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=3[C:16]([N+:24]([O-])=O)=[CH:15][C:14]=2[NH:13][C:12](=[O:27])[C:11]1=[O:28])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].[H][H]>CN(C=O)C.[Pt]=O.O>[CH2:1]([O:3][P:4]([CH2:9][N:10]1[C:19]2[C:18]3[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=3[C:16]([NH2:24])=[CH:15][C:14]=2[NH:13][C:12](=[O:27])[C:11]1=[O:28])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]

Participants

6

Reactant 2

HCID 15221586HCID 15221586, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 23196290HCID 23196290, compound

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

0.3 mmol of (6-nitro-2,3-dioxo-1,2,3,4-tetrahydrobenzo[f]quinoxalin-1-yl)-methanephosphonic acid diethyl ester in 10 ml of DMF z.A. is dissolved, and 10 mg of platinum oxide catalyst, which was previously saturated with hydrogen, is added. It is hydrogenated with hydrogen for three hours at normal pressure and room temperature. The catalyst is suctioned off on Celite, the mother liquor is diluted with water and the precipitate that is produced is suctioned off. 44% of theory of (6-amino-2,3-dioxo-1,2,3,4-tetrahydro-benzo[f]quinoxalin-1-yl)-methanephosphonic acid diethyl ester is obtained. The latter is described as in Example 1e) or saponified according to standard conditions with HCl to (6-amino-2,3-dioxo-1,2,3,4-tetrahydrobenzo[f]quinoxalin-1-yl)-methanephosphonic acid (or to its hydrochloride, respectively).

Workup

  1. dissolutionis dissolved
  2. additionis added
  3. customthe precipitate that is produced

Sources & evidence

ORD record
ord-e219196afc6d4537a81b7c8642153a31
Source dataset
uspto-grants-1998_01
Patent number
US05710138

Reaction notes

Loading…