Toluene → HCID 86747692, compound

HRID 487886

Reaction equation

HRID 487886 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6]C=C[CH:9]=2)[N:4]=CC=1.C[O:12][P:13]([O:16][CH3:17])[O:14][CH3:15].[C:18]1(C)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[CH3:15][O:14][P:13]([CH2:6][C:5]1[C:10]([CH2:9][P:13](=[O:12])([O:16][CH3:17])[O:14][CH3:15])=[N:1][C:18]2[C:19]([N:4]=1)=[CH:20][CH:21]=[CH:22][CH:23]=2)(=[O:12])[O:16][CH3:17]

Participants

4

Reactant 3

HCID 1140TolueneHCID 7045QuinoxalineHCID 8472Trimethyl phosphite

Product 1

HCID 86747692HCID 86747692, compound

Procedure

This known compound is prepared by making a solution of quinoxaline (3.16 g, 10 mmol) in hot toluene (20 ml) and treating with trimethylphosphite (2.73 g, 22 mmol). The mixture is heated at reflux temperature for 24 hours. The cooled solution deposits [2,3-quinoxalindiyl]bis(methylene) bisphosphonic acid tetramethyl ester (2.70 g, m.p. 113°-114° C.) after recrystallization from toluene. V.A. Arbuzov et al. Izvest Acad. Nauk SSSR, 1961, 1016; 1954, E 868; (Chem Abstracts (CA) 55:27352b; CA 49:13222e) report a m.p. 115°-116° C.

Workup

  1. customThis known compound is prepared
  2. temperatureThe mixture is heated
  3. temperatureat reflux temperature for 24 hours
  4. customThe cooled solution deposits [2,3-quinoxalindiyl]bis(methylene) bisphosphonic acid tetramethyl ester (2.70 g, m.p. 113°-114° C.) after recrystallization from toluene

Sources & evidence

ORD record
ord-184082a4ebe34e3695e5479f8cc3f369
Source dataset
uspto-grants-1994_03
Patent number
US05298498

Linked notes

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