Hydrochloric Acid → Sulbactam

HRID 358434

反応式

HRID 358434 の反応式
[CH3:1][C:2]1([CH3:17])[S:6](=[O:8])(=[O:7])[C@@H:5]2[C:9](Br)(Br)[C:10](=[O:11])[N:4]2[C@H:3]1[C:14]([OH:16])=[O:15].C([O-])(O)=O.[Na+].OS([O-])=O.[Na+].Cl>O>[CH3:1][C:2]1([CH3:17])[S:6](=[O:7])(=[O:8])[C@@H:5]2[CH2:9][C:10](=[O:11])[N:4]2[C@H:3]1[C:14]([OH:16])=[O:15]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 14277206,6-Dibromopenicillanic acid sulfoneHCID 23665763Sodium Bisulfite

生成物 1

HCID 130313Sulbactam

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 6,6-dibromopenicillanic acid 1,1-dioxide (3.92 g, 0.01 mole), NaHCO3 (5.04 g, 0.06 mole) and NaHSO3 (2.5 g, 0.024 mole) in 30 mL H2O was heated at 90° for 2 hours. The reaction mixture was cooled, acidified to pH 1.2 with dilute HCl and extracted with ethyl acetate. The extract was dried and evaporated to yield know title product, 180 mg; tlc Rf 0.1 compared to 0.4 for starting material (19:1 ethyl acetate:acetic acid); pnmr/D2O 1.45 (s, 3H), 1.58 (s, 3H), 3.47 (m, 2H), 4.22 (s, 1H), 4.97 (m, 1H).

後処理

  1. temperaturewas heated at 90° for 2 hours
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted with ethyl acetate
  4. customThe extract was dried
  5. customevaporated
  6. customto yield

出典と根拠

ORDレコード
ord-666abd69453343d5b76b0cb51f3813a0
出典データセット
uspto-grants-1984_08
特許番号
US04468351

関連ノート

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