Dichloromethane → N-(tert-butyl)-N'-[2-hydroxy-1-(3-nitrophenyl)ethyl]thiourea

HRID 1280618Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1280618
[NH2:1][CH:2]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1)[CH2:3][OH:4].ClCCl.[C:17]([N:21]=[C:22]=[S:23])([CH3:20])([CH3:19])[CH3:18]>C(O)C>[C:17]([NH:21][C:22]([NH:1][CH:2]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1)[CH2:3][OH:4])=[S:23])([CH3:20])([CH3:19])[CH3:18]

Komponenten

5

Edukt 3

HCID 6344DichloromethaneHCID 11544tert-Butyl isothiocyanate2×HCID 157522992-Amino-2-(3-nitrophenyl)ethan-1-ol

Produkt 1

HCID 22747831N-(tert-butyl)-N'-[2-hydroxy-1-(3-nitrophenyl)ethyl]thiourea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The process is performed as in Example 2, starting with 5.1 g of 2-amino-2-(3-nitrophenyl)-1-ethanol in 170 cm3 of ethanol containing 85 cm3 of dichloromethane and 4.6 cm3 of tert-butyl isothiocyanate, at a temperature in the region of 20° C. for 3 days and then at a temperature in the region of 60° C. for 7 hours. After addition of a further 0.35 cm3 of tert-butyl isothiocyanate and 16 hours at a temperature in the region of 60° C., an identical work-up gives 5.7 g of N-(tert-butyl)-N′-[2-hydroxy-1-(3-nitrophenyl)ethyl]thiourea in the form of an ocher-colored solid melting at 162° C.

Quellen und Nachweise

ORD-Eintrag
ord-d2ac021609fa463aa2ad117943a26f0f
Quelldatensatz
uspto-grants-2002_09
Patentnummer
US06451821B1

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