HRID1590328

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

HCID962

Water

H2O

HCID6049

Ethylenediaminetetraacetic acid

C10H16N2O8

结构：CN(C)c1ccc(O)c2c1C[C@H]1C[C@H]3[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C2=O

HCID178482881

未命名化合物

PRODUCTS

生成物

结构：CN(C)c1ccc(O)c2c1C[C@H]1C[C@H]3[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]3(O)C(=O)C1=C2O.Cl.O.O

HCID68858974

未命名化合物

收率 99.4%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

Ten grams of a crude minocycline [HPLC. purity, 94.8% (percentage area)] was suspended at 15° to 20° C. in a mixed solvent of 30 ml of water and 45 ml of methanol and dissolved at a pH of 0.8 to 1.0 by adding conc. hydrochloric acid with stirring. Subsequently, 1 g of activated carbon and 10 mg of EDTA.2Na were added, and after 30 minutes' stirring, the activated carbon was separated by filtration. To the filtrate was added dropwise a 5% aqueous sodium hydroxide solution to adjust the pH of the filtrate to 4.0, whereby minocycline precipitated in the form of a hydrochloride. This hydrochloride was separated by filtration and dried in vacuo to obtain 11.0 g of a purified minocycline hydrochloride dihydrate [HPLC. purity, 99.4% (area percentage)].

WORKUP

后处理

dissolutiondissolved at a pH of 0.8 to 1.0
addition2Na were added
stirringafter 30 minutes' stirring
customthe activated carbon was separated by filtration
additionTo the filtrate was added dropwise a 5% aqueous sodium hydroxide solution
customprecipitated in the form of a hydrochloride
customThis hydrochloride was separated by filtration
customdried in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-ac9c35d74dc54f7cae45f6156a073abe
来源数据集: uspto-grants-1993_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05202449
来源说明: uspto-grants-1993_04

反应 SMILES

[CH3:1][N:2]([C:4]1[C:9]2[CH2:10][C@@H:11]3[C:21]([C:22](=[O:23])[C:8]=2[C:7]([OH:33])=[CH:6][CH:5]=1)=[C:20]([OH:24])[C@@:19]1([OH:25])[C@H:13]([C@H:14]([N:30]([CH3:32])[CH3:31])[C:15]([OH:29])=[C:16]([C:26]([NH2:28])=[O:27])[C:17]1=[O:18])[CH2:12]3)[CH3:3].[OH2:34].[ClH:35].C(N(CC(O)=O)CC(O)=O)CN(CC(O)=O)CC(O)=[O:41]>CO>[CH3:32][N:30]([C@@H:14]1[C:15](=[O:29])[C:16]([C:26]([NH2:28])=[O:27])=[C:17]([OH:18])[C@:19]2([OH:25])[C@H:13]1[CH2:12][C@H:11]1[C:21]([C:20]2=[O:24])=[C:22]([OH:23])[C:8]2[C:9](=[C:4]([N:2]([CH3:3])[CH3:1])[CH:5]=[CH:6][C:7]=2[OH:33])[CH2:10]1)[CH3:31].[OH2:41].[OH2:34].[ClH:35]