Sulfuric acid magnesium salt (1:1) → HCID 22912851, compound

HRID 1378738Notes

Reaction equation

HRID 1378738 reaction equation
C[O:2][C:3](=O)[C:4]([CH3:17])([CH3:16])[NH:5][C:6]1[C:11]([Cl:12])=[CH:10][CH:9]=[CH:8][C:7]=1[N+:13]([O-])=O.C([O-])(=O)C.[Na+].C(=O)(O)[O-].[Na+].S([O-])([O-])(=O)=O.[Mg+2]>[Cl-].[Cl-].[Cl-].[Ti+3].C(OCC)(=O)C.O.CO>[Cl:12][C:11]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:6]=1[NH:5][C:4]([CH3:17])([CH3:16])[C:3](=[O:2])[NH:13]2

Participants

9

Reactant 4

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 516892Sodium BicarbonateHCID 517045Sodium AcetateHCID 22912858HCID 22912858, compound

Product 1

HCID 22912851HCID 22912851, compound

Reagents, catalysts & solvents 4

HCID 10313229titanium(III) trichlorideCatalystHCID 887MethanolSolventHCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

Aqueous titanium trichloride (20%, 375 ml) is added dropwise over 15 min to a mixture of N-(6-chloro-2-nitrophenyl)-2-methylalanine methyl ester (XI, EXAMPLE 15, 15.7 g), sodium acetate (268 g), methanol (339 ml) and water (174 ml) at 20°-25°. After stirring for 3 hr at 20°-25°, addition of 950 ml of aqueous sodium bicarbonate, extraction with ethyl acetate several times, stirring with magnesium sulfate and concentration gives the title compound; mp 153°-156°; IR (mineral oil) 3369, 2954, 2924, 2856, 1680, 1594, 1489, 1470, 1450, 1381, 1368, 1357, 1300 and 764 cm-1 ; NMR (CDCl3) 8.25, 6.98, 6.70, 6.6-6.7, 4.25 and 1.45 δ; MS (FAB) m/z 210 and 195.

Sources & evidence

ORD record
ord-2a9fb839db3f486ebd51964ace47c72f
Source dataset
uspto-grants-1997_09
Patent number
US05668282

Reaction notes

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