Methanesulfonyl chloride → N-[5-(Benzylsulfanyl)-1,3-thiazol-2-yl]methanesulfonamide

HRID 127109ノート

反応式

HRID 127109 の反応式
[NH2:1][C:2]1[S:3][C:4]([S:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:5][N:6]=1.[S:15](Cl)([CH3:18])(=[O:17])=[O:16]>N1C=CC=CC=1>[CH3:18][S:15]([NH:1][C:2]1[S:3][C:4]([S:7][CH2:8][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:5][N:6]=1)(=[O:17])=[O:16]

参加物

4

反応物 2

HCID 31297Methanesulfonyl chlorideHCID 202886395-(Benzylsulfanyl)-1,3-thiazol-2-amine

生成物 1

HCID 20288643N-[5-(Benzylsulfanyl)-1,3-thiazol-2-yl]methanesulfonamide収率 85.1%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
60 °C

実験手順

To a mixture of 2-amino-5-benzylthiothiazole (6.7 g.) and pyridine (50 ml.) was dropwise added mesyl chloride (10.3 g.) over 15 minutes under ice-cooling and stirring, and the mixture was stirred for 3.5 hours at room temperature. After the reaction, the reaction mixture was poured into ice-water (300 ml.), and the precipitates were collected by filtration and then washed with water. The precipitates were added to 1 N sodium hydroxide aqueous solution (50 ml.), and the mixture was heated at 60° C. to produce a solution. The solution was treated with activated carbon and then neutralized. The precipitates were collected by filtration, washed with water and then dried to give powder of 2-methanesulfonamido-5-benzylthiothiazole (7.7 g.), mp 159° to 162° C.

後処理

  1. customover 15 minutes
  2. temperaturecooling
  3. stirringthe mixture was stirred for 3.5 hours at room temperature
  4. customAfter the reaction
  5. filtrationthe precipitates were collected by filtration
  6. washwashed with water
  7. additionThe precipitates were added to 1 N sodium hydroxide aqueous solution (50 ml.)
  8. customto produce a solution
  9. additionThe solution was treated with activated carbon
  10. filtrationThe precipitates were collected by filtration
  11. washwashed with water
  12. customdried

出典と根拠

ORDレコード
ord-6ec77c4bd1aa4c91bb228b4b2c9de556
出典データセット
uspto-grants-1981_03
特許番号
US04254260

反応ノート

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