Hydrochloric Acid → 1-(2-Thioxo-2,3-dihydrobenzo[d]thiazol-5-yl)ethanone

HRID 1595167

반응식

HRID 1595167 반응식
[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:11][C:10](Cl)=[N:9][C:8]=2[CH:13]=1)(=[O:3])[CH3:2].[SH2:14].[K].Cl>C(O)C>[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:11][C:10](=[S:14])[NH:9][C:8]=2[CH:13]=1)(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 217036431-(2-Chlorobenzo[d]thiazol-5-yl)ethanoneHCID 86743134Potassium hydrogensulfide

생성물 1

HCID 217036441-(2-Thioxo-2,3-dihydrobenzo[d]thiazol-5-yl)ethanone수율 80.9%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

A mixture of 5-acetyl-2-chlorobenzothiazole (137 mg, 0.65 mmol), potassium hydrogen sulfide (94 mg, 1.30 mmol) and ethanol (3.3 mL) in a capped flask was stirred in an oil bath at 80° C. for two hours. The mixture was cooled in ice, acidified with 1N hydrochloric acid (1.35 mL) and evaporated in vacuo. The residue was partitioned between water (25 mL) and ethyl acetate (50, 25 mL). The organic extracts were washed with brine, dried over magnesium sulfate, filtered and evaporated in vacuo to a solid (133 mg). This material was triturated with ether and dried to provide 5-acetyl-2-thioxo-2,3-dihydrobenzothiazole (110 mg) as a pale yellow solid.

후처리

  1. temperatureThe mixture was cooled in ice
  2. customevaporated in vacuo
  3. customThe residue was partitioned between water (25 mL) and ethyl acetate (50, 25 mL)
  4. washThe organic extracts were washed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated in vacuo to a solid (133 mg)
  8. customThis material was triturated with ether
  9. customdried

출처 및 근거

ORD 기록
ord-9b36e4436751483e9091064a182868fc
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06288054B1

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