Oxalic Acid → Rifampicin

HRID 46716

Reaktionsgleichung

Reaktionsgleichung von HRID 46716
[C:1](O)(=O)C(O)=O.C(N1CN(C(C)(C)C)CN(C(C)(C)C)C1)(C)(C)C.[CH3:25][C:26]1[C:31]2[O:32][C@:33]3([CH3:73])[O:36][CH:37]=[CH:38][C@H:39]([O:71][CH3:72])[C@@H:40]([CH3:70])[C@@H:41]([O:66][C:67]([CH3:69])=[O:68])[C@H:42]([CH3:65])[C@H:43]([OH:64])[C@H:44]([CH3:63])[C@@H:45]([OH:62])[C@@H:46]([CH3:61])[CH:47]=[CH:48][CH:49]=[C:50]([CH3:60])[C:51]([NH:53][C:54]4[C:58](=[O:59])[C:28](=[C:29]([C:56](=[O:57])[CH:55]=4)[C:30]=2[C:34]3=[O:35])[C:27]=1[OH:74])=[O:52].[NH2:75][N:76]1[CH2:81][CH2:80][N:79]([CH3:82])[CH2:78][CH2:77]1>CN(C)C=O>[CH3:25][C:26]1[C:31]2[O:32][C@:33]3([CH3:73])[O:36][CH:37]=[CH:38][C@H:39]([O:71][CH3:72])[C@@H:40]([CH3:70])[C@@H:41]([O:66][C:67]([CH3:69])=[O:68])[C@H:42]([CH3:65])[C@H:43]([OH:64])[C@H:44]([CH3:63])[C@@H:45]([OH:62])[C@@H:46]([CH3:61])[CH:47]=[CH:48][CH:49]=[C:50]([CH3:60])[C:51]([NH:53][C:54]4[C:55](/[CH:1]=[N:75]/[N:76]5[CH2:81][CH2:80][N:79]([CH3:82])[CH2:78][CH2:77]5)=[C:56]([OH:57])[C:29]([C:30]=2[C:34]3=[O:35])=[C:28]([C:58]=4[OH:59])[C:27]=1[OH:74])=[O:52]

Komponenten

6

Edukt 4

HCID 971Oxalic AcidHCID 663521,3,5-Tris(1,1-dimethylethyl)hexahydro-1,3,5-triazineHCID 813491-Amino-4-methylpiperazineHCID 6436726Rifamycin S

Produkt 1

HCID 135398735Rifampicin

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

0.36 g. Oxalic acid and 1.0 g. 1,3,5-tri-(tert.-butyl)-hexahydro-1,3,5-triazine are added to a solution of 2.8 g. rifamycin S in 10 ml. dimethylformamide. The mixture is kept at 75° C. for about 1 hour, then 1.7 g. of acidified 1-amino-4-methylpiperazine are added directly, according to the process described in Example 7. The chloroform extract finally obtained is concentrated to a small volume and diluted with an appropriate mixture of ethyl acetate-acetone to give a high yield of pure rifampicin.

Aufarbeitung

  1. extractionThe chloroform extract finally
  2. customobtained
  3. concentrationis concentrated to a small volume
  4. additiondiluted with an appropriate mixture of ethyl acetate-acetone

Quellen und Nachweise

ORD-Eintrag
ord-1b42b8aa694d4037aa028ed71dae40f2
Quelldatensatz
uspto-grants-1979_11
Patentnummer
US04174320

Verknüpfte Notizen

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