Ammonia → Ethyl 3-aminosulfinyl-1,5-dimethyl-indole-2-carboxylate

HRID 2164106Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2164106
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([CH3:11])=[CH:8][CH:9]=2)[CH:4]=[C:3]1[C:12]([O:14][CH2:15][CH3:16])=[O:13].[S:17](Cl)(Cl)=[O:18].ClC1C(C(OCC)=O)[N:24](C)C2C=1C(=S=O)C(C)=CC=2.N>CCOCC>[NH2:24][S:17]([C:4]1[C:5]2[C:10](=[CH:9][CH:8]=[C:7]([CH3:11])[CH:6]=2)[N:2]([CH3:1])[C:3]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[O:18]

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 24386Thionyl ChlorideHCID 3474490HCID 3474490, VerbindungHCID 86736275HCID 86736275, Verbindung

Produkt 1

HCID 22749960Ethyl 3-aminosulfinyl-1,5-dimethyl-indole-2-carboxylateAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

10.0 gm (51 millimols) of ethyl 1,5-dimethyl-indole-2-carboxylate were reacted analogous to Example 18(b) with 28 ml of thionyl chloride, and the thus obtained yellow crystals (ethyl 3-chloro-sulfinyl-1,5-dimethyl-indole-2-carboxylate) was reacted with a solution of ammonia in ether at -70° C. to yield 8.8 gm (61% of theory) of ethyl 3-aminosulfinyl-1,5-dimethyl-indole-2-carboxylate; M.p.: 118° C.

Quellen und Nachweise

ORD-Eintrag
ord-95386f128b704c84b043d056c9257062
Quelldatensatz
uspto-grants-1979_01
Patentnummer
US04137313

Notizen zur Reaktion

Wird geladen…