Thymol → Bis(2-isopropyl-5-methylphenyl) chlorothiophosphate

HRID 2366

Reaktionsgleichung

[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[CH:6][C:5]=1[OH:11])([CH3:3])[CH3:2].[H-].[Na+].[P:14]([Cl:18])(Cl)(Cl)=[S:15]>>[P:14]([Cl:18])([O:11][C:5]1[CH:6]=[C:7]([CH3:10])[CH:8]=[CH:9][C:4]=1[CH:1]([CH3:3])[CH3:2])([O:11][C:5]1[CH:6]=[C:7]([CH3:10])[CH:8]=[CH:9][C:4]=1[CH:1]([CH3:3])[CH3:2])=[S:15]

Komponenten

Edukt 3

HCID 6989Thymol

HCID 19883Thiophosphoryl chloride

HCID 24758Sodium hydride

Produkt 1

HCID 19690221Bis(2-isopropyl-5-methylphenyl) chlorothiophosphateAusbeute 63 %

Versuchsvorschrift

2-isopropyl-5-methylphenol was reacted with sodium hydride and thiophosphoryl chloride using the procedure of Example 21 to form bis(2-isopropyl-5-methylphenyl) chlorothiophosphate (31PNMR, singlet, 57 ppm). This compound was reacted with diphenylphosphonothioic amide by the General Method C(ii) (THF) yielding the compound of Formula I in which R1 =R2 =phenyl and R3 =R4 =2-isopropyl-5-methylphenoxy. Yield 63%; titration purity, 90%, MW593; 31PNMR, quartet 53 ppm. Test 2 (Table 2) showed that the product is a very strong extractant for zinc; however on long standing it crystallised from ESCAID solution.

Quellen und Nachweise

ORD-Eintrag: ord-6780bd14b0b34526b70c2eaf4a175924
Quelldatensatz: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05728853

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