Ammonia → HCID 70463237, 화합물

HRID 543535

반응식

HRID 543535 반응식
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

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 2943DacthalHCID 4413287-Aminocephalosporanic acidHCID 178473173HCID 178473173, 화합물

생성물 1

HCID 70463237HCID 70463237, 화합물수율 92.8%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
40 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b2f8e05831e84f959441fcce510434c4
출처 데이터셋
uspto-grants-1984_05
특허 번호
US04446318

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