Ammonia → 7beta-amino-3-[(1-formamido-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acid

HRID 483017ノート

反応式

HRID 483017 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.[CH:19]([NH:21][N:22]1[C:26]([SH:27])=[N:25][N:24]=[N:23]1)=[O:20].CS(O)(=O)=O.N>C(#N)C.O>[NH2:13][C@@H:10]1[C:11](=[O:12])[N:8]2[C:7]([C:16]([OH:18])=[O:17])=[C:6]([CH2:5][S:27][C:26]3[N:22]([NH:21][CH:19]=[O:20])[N:23]=[N:24][N:25]=3)[CH2:15][S:14][C@H:9]12

参加物

7

反応物 4

HCID 222AmmoniaHCID 6395Methanesulfonic AcidHCID 4413287-Aminocephalosporanic acidHCID 1785239441-formamido-5-mercapto-1H-tetrazole

生成物 1

HCID 704535727beta-amino-3-[(1-formamido-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acid収率 75.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

2.45 g of 7β-aminocephalosporanic acid and 1.31 g of 1-formamido-5-mercapto-1H-tetrazole were dissolved in 13 ml of acetonitrile, and 4.32 g of methanesulfonic acid were added dropwise thereto at room temperature under stirring. The mixture was stirred at room temperature for 30 minutes and then at 50° C. for 4 hours. 15 ml of water were added to the reaction mixture, and said mixture was adjusted to pH 5 with 28% ammonia. The resultant precipitates were collected by filtration, washed with water and acetone, and then dried. 2.43 g of 7β-amino-3-[(1-formamido-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acid were obtained as pale yellow powder.

後処理

  1. stirringThe mixture was stirred at room temperature for 30 minutes
  2. customThe resultant precipitates
  3. filtrationwere collected by filtration
  4. washwashed with water and acetone
  5. customdried

出典と根拠

ORDレコード
ord-63383ba4e7ed4b9692a06fbaa23b2adc
出典データセット
uspto-grants-1986_03
特許番号
US04576938

反応ノート

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