HRID46716

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID971

Oxalic acid

C2H2O4

HCID66352

1,3,5-Tri-tert-butylhexahydro-1,3,5-triazine

C15H33N3

HCID81349

4-Methyl-1-piperazinamine

C5H13N3

$结构：CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(c3C2=O)C(=O)C=C(NC(=O)/C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)C4=O$

HCID6436726

Rifamycin S

C37H45NO12

PRODUCTS

生成物

$结构：CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(c(/C=N/N5CCN(C)CC5)c(O)c4c3C2=O)NC(=O)/C(C)=C\C=C\[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C$

HCID135398735

Rifampicin

C43H58N4O12

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

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.

WORKUP

后处理

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

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-1b42b8aa694d4037aa028ed71dae40f2
来源数据集: uspto-grants-1979_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04174320
来源说明: uspto-grants-1979_11

反应 SMILES

[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]