Dextromethorphan Hydrobromide → Dextromethorphan tannate

HRID 433953

反応式

HRID 433953 の反応式
[CH3:1][N:2]1[C@H:11]2[CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=3[C@:5]3([C@@H:10]2[CH2:9][CH2:8][CH2:7][CH2:6]3)[CH2:4][CH2:3]1.Br.[CH:22]1[C:27]([OH:28])=[C:26]([OH:29])[C:25]([OH:30])=[CH:24][C:23]=1[C:31]([O:33][C:34]1[CH:35]=[C:36]([C:42]([O:44][CH2:45][C@H:46]2[O:51][C@@H:50]([O:52][C:53]([C:55]3[CH:56]=[C:57]([OH:74])[C:58]([OH:73])=[C:59]([O:61][C:62]([C:64]4[CH:65]=[C:66]([OH:72])[C:67]([OH:71])=[C:68]([OH:70])[CH:69]=4)=[O:63])[CH:60]=3)=[O:54])[C@H:49]([O:75][C:76]([C:78]3[CH:79]=[C:80]([OH:97])[C:81]([OH:96])=[C:82]([O:84][C:85]([C:87]4[CH:88]=[C:89]([OH:95])[C:90]([OH:94])=[C:91]([OH:93])[CH:92]=4)=[O:86])[CH:83]=3)=[O:77])[C@@H:48]([O:98][C:99]([C:101]3[CH:102]=[C:103]([OH:120])[C:104]([OH:119])=[C:105]([O:107][C:108]([C:110]4[CH:111]=[C:112]([OH:118])[C:113]([OH:117])=[C:114]([OH:116])[CH:115]=4)=[O:109])[CH:106]=3)=[O:100])[C@@H:47]2[O:121][C:122]([C:124]2[CH:125]=[C:126]([OH:143])[C:127]([OH:142])=[C:128]([O:130][C:131]([C:133]3[CH:134]=[C:135]([OH:141])[C:136]([OH:140])=[C:137]([OH:139])[CH:138]=3)=[O:132])[CH:129]=2)=[O:123])=[O:43])[CH:37]=[C:38]([OH:41])[C:39]=1[OH:40])=[O:32]>>[CH3:1][N:2]1[C@H:11]2[CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=3[C@:5]3([C@@H:10]2[CH2:9][CH2:8][CH2:7][CH2:6]3)[CH2:4][CH2:3]1.[CH:22]1[C:27]([OH:28])=[C:26]([OH:29])[C:25]([OH:30])=[CH:24][C:23]=1[C:31]([O:33][C:34]1[C:39]([OH:40])=[C:38]([OH:41])[CH:37]=[C:36]([C:42]([O:44][CH2:45][C@H:46]2[O:51][C@@H:50]([O:52][C:53]([C:55]3[CH:60]=[C:59]([O:61][C:62]([C:64]4[CH:69]=[C:68]([OH:70])[C:67]([OH:71])=[C:66]([OH:72])[CH:65]=4)=[O:63])[C:58]([OH:73])=[C:57]([OH:74])[CH:56]=3)=[O:54])[C@H:49]([O:75][C:76]([C:78]3[CH:83]=[C:82]([O:84][C:85]([C:87]4[CH:92]=[C:91]([OH:93])[C:90]([OH:94])=[C:89]([OH:95])[CH:88]=4)=[O:86])[C:81]([OH:96])=[C:80]([OH:97])[CH:79]=3)=[O:77])[C@@H:48]([O:98][C:99]([C:101]3[CH:106]=[C:105]([O:107][C:108]([C:110]4[CH:111]=[C:112]([OH:118])[C:113]([OH:117])=[C:114]([OH:116])[CH:115]=4)=[O:109])[C:104]([OH:119])=[C:103]([OH:120])[CH:102]=3)=[O:100])[C@@H:47]2[O:121][C:122]([C:124]2[CH:129]=[C:128]([O:130][C:131]([C:133]3[CH:138]=[C:137]([OH:139])[C:136]([OH:140])=[C:135]([OH:141])[CH:134]=3)=[O:132])[C:127]([OH:142])=[C:126]([OH:143])[CH:125]=2)=[O:123])=[O:43])[CH:35]=1)=[O:32]

参加物

3

反応物 2

HCID 5464025Dextromethorphan Hydrobromide2 回HCID 16129778Tannic Acid

生成物 1

HCID 16214284Dextromethorphan tannate

実験手順

The filtrate was evaporated to dryness and the resultant solid (about 12 g) was then dried. The dried solid had a melting point of about 121° C. which compared quite closely to the melting point of 123° C. for pure dextromethorphan-HBr which indicated that the tannic acid had not reacted with the dextromethorphan-HBr. A sample of the dried solid was then subject to FTIR analysis and the spectrum which was obtained was then compared to the FTIR spectrum of pure dextromethorphan HBR. The two spectra were nearly identical. Therefore, it is clear that the dextromethorphan-HBr did not react with the tannic acid to form dextromethorphan tannate and that the dextromethorphan-HBr was present as a mixture with the tannic acid.

後処理

  1. customThe filtrate was evaporated to dryness
  2. dry with materialthe resultant solid (about 12 g) was then dried
  3. customhad not reacted with the dextromethorphan-HBr
  4. customthe spectrum which was obtained

出典と根拠

ORDレコード
ord-15f580d076c1430ca7b521563457b5f5
出典データセット
uspto-grants-2003_12
特許番号
US06670370B1

関連ノート

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