Water → Diisopropyl Ether

HRID 258706ノート

反応式

HRID 258706 の反応式
C(O[CH2:5][C:6]1[CH2:13][S:12][CH:11]2[N:8]([C:9](=[O:27])[CH:10]2[NH:14][C:15](=[O:26])[CH2:16][N:17]2[CH:21]=[CH:20][N:19]=[C:18]2[S:22]([CH3:25])(=[O:24])=[O:23])[C:7]=1[C:28]([OH:30])=[O:29])(=O)C.[C:31](=O)(O)[O-].[Na+].[CH3:36][C:37]1[S:38][C:39](=[S:42])[NH:40][N:41]=1.[OH2:43]>>[CH:6]([O:43][CH:37]([CH3:36])[CH3:31])([CH3:7])[CH3:5].[C:28]([C:7]1[N:8]2[CH:11]([S:12][CH2:13][C:6]=1[CH2:5][S:42][C:39]1[S:38][C:37]([CH3:36])=[N:41][N:40]=1)[CH:10]([NH:14][C:15](=[O:26])[CH2:16][N:17]1[CH:21]=[CH:20][N:19]=[C:18]1[S:22]([CH3:25])(=[O:23])=[O:24])[C:9]2=[O:27])([OH:30])=[O:29]

参加物

6

反応物 4

HCID 962Water2 回HCID 516892Sodium Bicarbonate2 回HCID 18102035-Methyl-1,3,4-thiadiazole-2(3H)-thioneHCID 21426436HCID 21426436、化合物

生成物 2

HCID 7914Diisopropyl EtherHCID 21426447HCID 21426447、化合物

反応条件

温度
60 °C

実験手順

3-Acetoxymethyl-2-carboxy-7-[(2-mesyl-imidazol-1-yl)-acetamido]-8-oxo-5-thia-1-aza-bicyclo[4,2,0]oct-2-ene (13.7 g.) and sodium bicarbonate (2.52 g.) are dissolved in water (140 cc.). A solution of 2-methyl-5-thioxo-1,3,4-thiadiazoline (4.75 g.) and sodium bicarbonate (3.0 g.) in water (160 cc.) is added. The mixture is heated at 60° C. for 12 hours. The mixture is allowed to cool, washed with ethyl acetate (100 cc.) and acidified to pH 2 by adding 6 N hydrochloric acid. A product precipitates and is filtered off and taken up, with stirring, in methanol (20 cc.). The solid is again filtered off and washed with methanol (40 cc.) and then with isopropyl ether (30 cc.) to give 2-carboxy-7-[(2-mesyl-imidazol-1-yl)-acetamido]-3-[(5-methyl-1,3,4-thiadiazol-2-yl)-thiomethyl]-8-oxo-5-thia-1-aza-bicyclo-[4,2,0]oct-2-ene (6.2 g.), m.p. approximately 196° C., [α]D20 = -56° ± 2° (c= 1, dimethylformamide).

後処理

  1. temperatureto cool
  2. washwashed with ethyl acetate (100 cc.)
  3. additionby adding 6 N hydrochloric acid
  4. customA product precipitates
  5. filtrationis filtered off
  6. filtrationThe solid is again filtered off
  7. washwashed with methanol (40 cc.)

出典と根拠

ORDレコード
ord-dc5f410afd824d989500a40da04fc489
出典データセット
uspto-grants-1977_07
特許番号
US04034088

反応ノート

読み込み中…