Ammonia → 2,1,3-benzoxadiazole-4-sulfonamide

HRID 1252852노트

반응식

HRID 1252852 반응식
[N:1]1[O:2][N:3]=[C:4]2[C:9]([S:10](Cl)(=[O:12])=[O:11])=[CH:8][CH:7]=[CH:6][C:5]=12.O1CCCC1.[NH3:19].[OH-].[NH4+]>O>[N:1]1[O:2][N:3]=[C:4]2[C:9]([S:10]([NH2:19])(=[O:12])=[O:11])=[CH:8][CH:7]=[CH:6][C:5]=12

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 8028TetrahydrofuranHCID 14923Ammonium HydroxideHCID 27354462,1,3-Benzoxadiazole-4-sulfonyl chloride

생성물 1

HCID 27565902,1,3-benzoxadiazole-4-sulfonamide

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a stirred solution of 3.0 g of 2,1,3-benzoxadiazole-4-sulfonyl chloride and 200 mL of tetrahydrofuran at -30° C. was added 10 mL of ammonia under an inert atmosphere. The resulting suspension was stirred at ambient temperature for 3 hours. Concentrated ammonium hydroxide (20 mL) and water (20 mL) were added. The reaction was extracted with ethyl acetate and the organic extracts were combined, dried over magnesium sulfate, filtered, and stripped to give a crude solid. Recrystallization from chlorobutanethanol afforded 1.82 g of the title compound as an orange-tan solid, m.p. 157°-159° C.

후처리

  1. extractionThe reaction was extracted with ethyl acetate
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customto give a crude solid
  5. customRecrystallization from chlorobutanethanol

출처 및 근거

ORD 기록
ord-62e6e68850bb4cd98bf4ce73b9462706
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04746356

반응 노트

불러오는 중…