Hydrochloric Acid → 7-Amino-3-(4-carboxypyridin-2-yl)thiomethyl-3-cephem-4-carboxylic acid

HRID 1074938ノート

反応式

HRID 1074938 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.[S-:19][C:20]1[CH:25]=[C:24]([C:26]([O-:28])=[O:27])[CH:23]=[CH:22][N:21]=1.[Na+].[Na+].C(=O)(O)[O-].[Na+].Cl>O>[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:19][C:20]3[CH:25]=[C:24]([C:26]([OH:28])=[O:27])[CH:23]=[CH:22][N:21]=3)[CH2:15][S:14][C@H:9]12

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 4413287-Aminocephalosporanic acidHCID 516892Sodium Bicarbonate2 回HCID 20274573Disodium 2-sulfido-4-pyridinecarboxylate

生成物 1

HCID 704870447-Amino-3-(4-carboxypyridin-2-yl)thiomethyl-3-cephem-4-carboxylic acid収率 52.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
65 °C

実験手順

To a suspension of 7-aminocephalosporanic acid (9.30 g) and disodium 2-sulfido-4-pyridinecarboxylate (6.80 g) in water (160 ml) was dropwise added sodium bicarbonate (5.73 g) at room temperature. To the resulting mixture was added a saturated aqueous solution of sodium bicarbonate so that the pH was adjusted to 6.8. The resulting mixture was warmed to 65° C. and stirred for 1.5 hours during which period the temperature was allowed to rise from 65° to 75° C. The reaction mixture was cooled and then adjusted to pH 3.6 with 10% hydrochloric acid. The precipitates were collected by filtration, washed successively with water (x2), acetone (x2) and diethyl ether and then dried to give 7-amino-3-(4-carboxypyridin-2-yl)thiomethyl-3-cephem-4-carboxylic acid (6.61 g).

後処理

  1. customat room temperature
  2. customto rise from 65° to 75° C
  3. temperatureThe reaction mixture was cooled
  4. filtrationThe precipitates were collected by filtration
  5. washwashed successively with water (x2), acetone (x2) and diethyl ether
  6. customdried

出典と根拠

ORDレコード
ord-4ef1f2b9860d45b0ac6e2906b3001363
出典データセット
uspto-grants-1983_07
特許番号
US04394384

反応ノート

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