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

HRID 1252852ノート

反応式

HRID 1252852 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-62e6e68850bb4cd98bf4ce73b9462706
出典データセット
uspto-grants-1988_05
特許番号
US04746356

反応ノート

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