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

HRID 127109노트

반응식

HRID 127109 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6ec77c4bd1aa4c91bb228b4b2c9de556
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04254260

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