Ethyl Acetate → 2-(2-Methanesulfonamido-1,3-thiazol-4-yl)acetic acid

HRID 127103

反応式

HRID 127103 の反応式
[OH-].[K+].[CH3:3][S:4]([NH:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13][C:14]([O:16]CC)=[O:15])[N:12]=1)(=[O:6])=[O:5].C(OCC)(=O)C>O>[CH3:3][S:4]([NH:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13][C:14]([OH:16])=[O:15])[N:12]=1)(=[O:5])=[O:6]

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 14797Potassium HydroxideHCID 3145078Ethyl 2-methanesulfonamidothiazol-4-ylacetate

生成物 1

HCID 31595752-(2-Methanesulfonamido-1,3-thiazol-4-yl)acetic acid収率 73%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

To a solution of potassium hydroxide (2.9 g.) in water (80 ml.) was added ethyl 2-methanesulfonamidothiazol-4-ylacetate (9.1 g.) under ice-cooling and stirring, and the mixture was stirred for 1 hour at room temperature. After the reaction, to the reaction mixture was added a mixture of water and ethyl acetate, and then the aqueous layer was separated. The remaining ethyl acetate layer was extracted twice with 10% hydroxide aqueous solution. The extracts were combined with the above obtained aqueous layer, and the mixture was acidified with hydrochloric acid under ice-cooling. The precipitated crystals were collected by filtration, washed with water and dried to give 2-methanesulfonamidothiazol-4-ylacetic acid (5.94 g.), mp 158°-160° C. (dec.).

後処理

  1. temperaturecooling
  2. stirringthe mixture was stirred for 1 hour at room temperature
  3. customAfter the reaction
  4. additionto the reaction mixture was added
  5. customthe aqueous layer was separated
  6. extractionThe remaining ethyl acetate layer was extracted twice with 10% hydroxide aqueous solution
  7. temperaturecooling
  8. filtrationThe precipitated crystals were collected by filtration
  9. washwashed with water
  10. customdried

出典と根拠

ORDレコード
ord-b087c7777af54fa09f7e39a51b4c0f64
出典データセット
uspto-grants-1981_03
特許番号
US04254260

関連ノート

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