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

HRID 1722194노트

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HRID 1722194 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 chlorobutaneethanol 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 chlorobutaneethanol

출처 및 근거

ORD 기록
ord-d526aa1512634915bc4d4f2fc5c0b075
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04854962

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