HCID 23196347, compound → HCID 53960160, compound

HRID 726535Notes

Reaction equation

HRID 726535 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][NH:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]=1[N+:21]([O-])=O)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]>C(O)(=O)C.C(OCC)(=O)C.[Fe]>[CH2:6]([O:5][P:4]([CH2:9][NH:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]=1[NH2:21])(=[O:8])[O:3][CH2:1][CH3:2])[CH3:7]

Participants

5

Reactant 1

HCID 23196347HCID 23196347, compound

Product 1

HCID 53960160HCID 53960160, compoundYield 60%

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 176Acetic AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

170 mg of (1-nitro-2-naphthylamino)-methanephosphonic acid diethyl ester is reduced in 2 ml of glacial acetic acid with 10 equivalents of iron powder. After two hours, the mixture becomes viscous and then solid. It is diluted with ethyl acetate, the iron is removed, and it is chromatographed with ethyl acetate. The product is obtained in 60% yield.

Workup

  1. customthe iron is removed
  2. customit is chromatographed with ethyl acetate
  3. customThe product is obtained in 60% yield

Sources & evidence

ORD record
ord-ec4756253c3748f1a6d74b39aea087dd
Source dataset
uspto-grants-1998_01
Patent number
US05710138

Reaction notes

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