1,1'-Carbonyldiimidazole → 2-(1,3-benzodioxol-5-yl)-2-(1,3-dihydro-1,3-dioxo-isoindol-5-yloxy)-N-(4-tert-butylphenylsulfonyl)acetamide

HRID 399508

Reaktionsgleichung

Reaktionsgleichung von HRID 399508
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]([O:14][C:15]3[CH:16]=[C:17]4[C:21](=[CH:22][CH:23]=3)[C:20](=[O:24])[NH:19][C:18]4=[O:25])[C:11](O)=[O:12])=[CH:9][C:4]=2[O:3][CH2:2]1.C(N1C=CN=C1)(N1C=CN=C1)=O.[C:38]([C:42]1[CH:47]=[CH:46][C:45]([S:48]([NH2:51])(=[O:50])=[O:49])=[CH:44][CH:43]=1)([CH3:41])([CH3:40])[CH3:39].N12CCCN=C1CCCCC2>C1COCC1>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]([O:14][C:15]3[CH:16]=[C:17]4[C:21](=[CH:22][CH:23]=3)[C:20](=[O:24])[NH:19][C:18]4=[O:25])[C:11]([NH:51][S:48]([C:45]3[CH:46]=[CH:47][C:42]([C:38]([CH3:41])([CH3:40])[CH3:39])=[CH:43][CH:44]=3)(=[O:49])=[O:50])=[O:12])=[CH:9][C:4]=2[O:3][CH2:2]1

Komponenten

6

Edukt 4

HCID 682631,1'-CarbonyldiimidazoleHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 2228724-tert-ButylbenzenesulfonamideHCID 101934982-(1,3-Benzodioxol-5-yl)-2-(1,3-dihydro-1,3-dioxoisoindol-5-yloxy)acetic acid

Produkt 1

HCID 189678552-(1,3-benzodioxol-5-yl)-2-(1,3-dihydro-1,3-dioxo-isoindol-5-yloxy)-N-(4-tert-butylphenylsulfonyl)acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 1 g of 2-(1,3-benzodioxol-5-yl)-2-(1,3-dihydro-1,3-dioxoisoindol-5-yloxy)acetic acid and 0.71 g of carbonyldiimidazole in 100 ml of THF is heated at 60° for 2 hours. 0.93 g of 4-tert-butylbenzenesulfonamide and 0.67 g of 1,8-diaza-bicyclo[5.4.0]-undec-7-ene are then added and the mixture is stirred for a further 1 hour at this temperature. After customary working up, 2-(1,3-benzodioxol-5-yl)-2-(1,3-dihydro-1,3-dioxo-isoindol-5-yloxy)-N-(4-tert-butylphenylsulfonyl)acetamide, m.p. 215°, is obtained.

Quellen und Nachweise

ORD-Eintrag
ord-ebc062d9b13942a197af69b1a1b60b00
Quelldatensatz
uspto-grants-1998_10
Patentnummer
US05821256

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