Acetazolamide → 5-Amino-1,3,4-thiadiazole-2-sulfonamide

HRID 912575

反応式

HRID 912575 の反応式
CC([NH:4][C:5]1[S:9][C:8]([S:10]([NH2:13])(=[O:12])=[O:11])=[N:7][N:6]=1)=O.[OH-].[K+]>Cl>[NH2:4][C:5]1[S:9][C:8]([S:10]([NH2:13])(=[O:12])=[O:11])=[N:7][N:6]=1

参加物

4

反応物 2

HCID 1986AcetazolamideHCID 14797Potassium Hydroxide

生成物 1

HCID 847245-Amino-1,3,4-thiadiazole-2-sulfonamide収率 72.9%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

反応条件

温度
100 °C

実験手順

Acetazolamide (2.03 g, 9.13 mmol) was combined with 1N HCl (20 mL) and then heated at 100° C. The initial suspension became a clear solution within 3h. After cooling to 0° C. the reaction mixture was carefully neutralized by the addition of solid KOH. Upon standing precipitates had formed and were collected by filtration. The solids were dried under high vacuum to afford 5-amino-[1,3,4]thiadiazole-2-sulfonic acid amide (1.2 g, 70%) as a colorless solid; 1H NMR (DMSO-d6): δ 8.06 (s, 2H), 7.82 (s, 2H). Acetazolamide (2.03 g, 9.13 mmol) was combined with 1 N HCl (20 mL) and then heated at 100° C. The initial suspension became a clear solution within 3h. After cooling to 0° C. A.

後処理

  1. customwithin 3h
  2. temperatureAfter cooling to 0° C. the reaction mixture
  3. customUpon standing precipitates
  4. customhad formed
  5. filtrationwere collected by filtration
  6. customThe solids were dried under high vacuum

出典と根拠

ORDレコード
ord-5d84373e38b24444bdf252184c130f7c
出典データセット
uspto-grants-2011_09
特許番号
US08026237B2

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