Water → Methyl 3-amino-2-methyl-6-methylthiobenzoate

HRID 476531ノート

反応式

HRID 476531 の反応式
O.O.O.O.O.O.O.O.O.[S-2:10].[Na+].[Na+].O.[NH2:14][C:15]1[C:16]([CH3:28])=[C:17]([C:22](SC#N)=[CH:23][CH:24]=1)[C:18]([O:20][CH3:21])=O.[CH3:29]I>C(O)C>[NH2:14][C:15]1[C:16]([CH3:28])=[C:17]([C:22]([CH3:29])=[CH:23][CH:24]=1)[C:18]([O:20][CH3:21])=[S:10]

参加物

6

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 73972Sodium sulfide nonahydrateHCID 14801188Methyl 3-amino-2-methyl-6-thiocyanatobenzoate

生成物 1

HCID 54391819Methyl 3-amino-2-methyl-6-methylthiobenzoate収率 104.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution comprising 39.5 g of sodium sulfide nonahydrate and 110 ml of water, a solution comprising 32.9 g of methyl 3-amino-2-methyl-6-thiocyanobenzoate and 300 ml of ethanol was dropwise added. The mixture was stirred at room temperature for 1.5 hours, and 24.0 g of methyl iodide was dropwise added under cooling with ice. The mixture was stirred further at room temperature for 2 hours and then concentrated under reduced pressure. A saturated sodium chloride aqueous solution was added thereto, and the mixture was extracted with chloroform. The extract was dried over anhydrous sodium sulfate. Then, the solvent was distilled off to obtain 30.1 g of the desired product as an oily substance.

後処理

  1. additionwas dropwise added
  2. temperatureunder cooling with ice
  3. stirringThe mixture was stirred further at room temperature for 2 hours
  4. concentrationconcentrated under reduced pressure
  5. additionA saturated sodium chloride aqueous solution was added
  6. extractionthe mixture was extracted with chloroform
  7. dry with materialThe extract was dried over anhydrous sodium sulfate
  8. distillationThen, the solvent was distilled off

出典と根拠

ORDレコード
ord-7b4cd22ca44b4f05976d167bcba2c59c
出典データセット
uspto-grants-1989_12
特許番号
US04885022

反応ノート

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