Ammonia → HCID 70463237、化合物

HRID 543535

反応式

HRID 543535 の反応式
CC(O[CH2:5][C:6]1[CH2:15][S:14][C@@H:9]2[C@H:10]([NH2:13])[C:11](=[O:12])[N:8]2[C:7]=1[C:16]([OH:18])=[O:17])=O.[CH2:19]([O:21][C:22]([CH2:24][S:25][C:26]1[S:27][C:28]([SH:31])=[N:29][N:30]=1)=[O:23])[CH3:20].COC(C1C(Cl)=C(Cl)C(C(OC)=O)=C(Cl)C=1Cl)=O.N>C(#N)C>[NH2:13][CH:10]1[C:11](=[O:12])[N:8]2[C:7]([C:16]([OH:18])=[O:17])=[C:6]([CH2:5][S:31][C:28]3[S:27][C:26]([S:25][CH2:24][C:22]([O:21][CH2:19][CH3:20])=[O:23])=[N:30][N:29]=3)[CH2:15][S:14][C@H:9]12

参加物

6

反応物 4

HCID 222AmmoniaHCID 2943DacthalHCID 4413287-Aminocephalosporanic acidHCID 178473173HCID 178473173、化合物

生成物 1

HCID 70463237HCID 70463237、化合物収率 92.8%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
40 °C

実験手順

A 8.0 ml portion of acetonitrile was added to 1.36 g of 7-ACA and 1.54 g of 2-ethoxycarbonylmethylthio-5-mercapto-1,3,4-thiadiazole, and the mixture was cooled to -40° to -30° C., followed by adding thereto dropwise 5.40 g of DCPA under stirring. The external bath was removed and the reaction mixture was stirred for 8 minutes, then warmed at 40° C. and stirred for 20 minutes to allow the reaction to proceed. The reaction solution was poured into 10 ml of ice-water, which was adjusted to pH 4.4 with 25% aqueous ammonia. The precipitated powder was recovered by filtration, washed with water and dried, thereby affording 2.08 g (92.7% of yield) of 7-amino-3-[(2-ethoxycarbonylmethylthio-1,3,4-thiadiazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acid in the form of mud yellow powder.

後処理

  1. temperaturethe mixture was cooled to -40° to -30° C.
  2. additionby adding
  3. customThe external bath was removed
  4. stirringstirred for 20 minutes
  5. customthe reaction
  6. filtrationThe precipitated powder was recovered by filtration
  7. washwashed with water
  8. customdried

出典と根拠

ORDレコード
ord-b2f8e05831e84f959441fcce510434c4
出典データセット
uspto-grants-1984_05
特許番号
US04446318

関連ノート

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