Butanal → HCID 178448792, Verbindung

HRID 1595404Notizen

Reaktionsgleichung

[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10]([C:21]3[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=3)=[C:11]([C:13]([NH:15][C:16]3[S:17][CH:18]=[CH:19][N:20]=3)=[O:14])[N:12]=2)=[CH:4][CH:3]=1.[BH4-].[Na+].S(=O)(=O)(O)O.[CH:36](=O)[CH2:37][CH2:38][CH3:39]>>[CH2:36]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10]([C:21]3[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=3)=[C:11]([C:13]([NH:15][C:16]3[S:17][CH:18]=[CH:19][N:20]=3)=[O:14])[N:12]=2)=[CH:4][CH:3]=1)[CH2:37][CH2:38][CH3:39]

Komponenten

Edukt 4

HCID 261Butanal

HCID 1118Sulfuric Acid

HCID 4311764Sodium borohydride

HCID 178489037HCID 178489037, Verbindung

Produkt 1

HCID 178448792HCID 178448792, Verbindung

Versuchsvorschrift

2-(4-Aminophenyl)-5-(4-methoxyphenyl)-N-(2-thiazolyl)-imidazole-4-carboxamide (1.0 g) obtained in Example 48, sodium borohydride (0.13 g), 4N sulfuric acid (0.2 ml) and butyraldehyde (0.3 ml) were treated in the same manner as in Example 72 to give 2-(4-butylaminophenyl)-5-(4-methoxyphenyl)-N-(2-thiazolyl)imidazole-4-carboxamide (1.1 g). This was converted to hydrochloride to give 2-(4-butylaminophenyl)-5-(4-methoxyphenyl)-N-(2-thiazolyl)-imidazole-4-carboxamide hydrochloride (0.20 g), melting point 250° C. or above.

Quellen und Nachweise

ORD-Eintrag: ord-a68910ad468f4ad1aac602701c18cc27
Quelldatensatz: uspto-grants-2001_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06288061B1

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