Hydrazine hydrate (1:1) → 4-(2-Amino-3-mercaptophenylsulfonamido)benzoic acid

HRID 2202411노트

반응식

HRID 2202411 반응식
[S:1]1[C:5]2=[CH:6][CH:7]=[CH:8][C:9]([S:10]([NH:13][C:14]3[CH:22]=[CH:21][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=3)(=[O:12])=[O:11])=[C:4]2[N:3]=C1.O.NN>CCO>[NH2:3][C:4]1[C:5]([SH:1])=[CH:6][CH:7]=[CH:8][C:9]=1[S:10]([NH:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=1)(=[O:11])=[O:12]

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 904189724-(Benzo[d]thiazole-4-sulfonamido)benzoic acid

생성물 1

HCID 904190184-(2-Amino-3-mercaptophenylsulfonamido)benzoic acid수율 92.3%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
130 °C

실험 절차

To a solution of 4-(benzo[d]thiazole-4-sulfonamido)benzoic acid (500 mg, 1.5 mmol) in 6 mL of EtOH was added hydrazine hydrate (479 mg, 15 mmol) at r.t. The reaction mixture was then stirred at 130° C. in microwave for 1.5 h. The resulting mixture was then cooled, and partitioned between water and EtOAc. The organic phase was washed with brine, dried over anhy. Na2SO4 and concentrated in vacuo to afford the title compound (449.0 mg). LC-MS: m/z 323.4 (M+H)+

후처리

  1. temperatureThe resulting mixture was then cooled
  2. custompartitioned between water and EtOAc
  3. washThe organic phase was washed with brine
  4. customdried over anhy
  5. concentrationNa2SO4 and concentrated in vacuo

출처 및 근거

ORD 기록
ord-f758fce5219f408dacb7d617f7fdfb27
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365545B2

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