Phosphoric Acid → HCID 21998636, Verbindung

HRID 1976557Notizen

Reaktionsgleichung

[NH2:1][C:2]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:10]=2)[C:6](=[S:25])[NH:5][C:4](=[O:26])[CH:3]=1.P(=O)(O)(O)O.[N:32]([O-])=O.[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>CS(C)=O.C1COCC1.O.CO>[CH2:18]([O:17][C:11]1[CH:10]=[C:9]([CH:14]=[CH:13][C:12]=1[O:15][CH3:16])[CH2:8][N:7]1[C:2]([NH2:1])=[C:3]([NH2:32])[C:4](=[O:26])[NH:5][C:6]1=[S:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

Reaktionsbedingungen

Temperatur: 30 °C

Versuchsvorschrift

6-amino-1-(3-benzyloxy-4-methoxy-benzyl)-2-thiouracil (36.94 g, 100 mmole) was dissolved in DMSO (74 ml), diluted with THF (185 ml) and treated with 85% phosphoric acid (7.46 ml). At 55-60° C., 4M sodium nitrite (30 ml, 120 mmole) was added slowly. After 30 minutes, methanol (10 ml) was added, the reaction was cooled to 30° C., and a suspension of 85% sodium dithionite (40.96 g, 200 mmole) in water (80 ml) was added slowly. After the addition of water (200 ml) the solvent was removed in vacuo and the suspension diluted with water to 1 l. The solid was collected at 0-5° C. to give crude 1-(3-benzyloxy-4-methoxy-benzyl)-5,6-diamino-2-thiouracil (40.58 g).

Aufarbeitung

additionwas added slowly
customwas removed in vacuo
additionthe suspension diluted with water to 1 l
customThe solid was collected at 0-5° C.

Quellen und Nachweise

ORD-Eintrag: ord-05dd7cdb56884f718e51d83ff574f2ff
Quelldatensatz: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06228859B1

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