Hydrochloric Acid → 7-Oxo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-sulfonyl chloride

HRID 1351246노트

반응식

HRID 1351246 반응식
[ClH:1].N[C:3]1[C:4]2[CH2:11][CH2:10][CH2:9][C:8](=[O:12])[C:5]=2[S:6][CH:7]=1.Cl.CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O.[S:38](=[O:42])(=O)(O)[OH:39].N([O-])=O.[Na+].S(=O)(O)O>O.O.[Cu](Cl)Cl.C(O)(=O)C>[O:12]=[C:8]1[C:5]2[S:6][CH:7]=[C:3]([S:38]([Cl:1])(=[O:42])=[O:39])[C:4]=2[CH2:11][CH2:10][CH2:9]1

참가 물질

9

반응물 6

HCID 313Hydrochloric AcidHCID 1100Sulfurous AcidHCID 1118Sulfuric AcidHCID 613145Acetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 21098612HCID 21098612, 화합물HCID 23668193Sodium Nitrite

생성물 1

HCID 210986857-Oxo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-sulfonyl chloride

시약·촉매·용매 2

HCID 61482Cupric chloride dihydrate촉매HCID 176Acetic Acid용매

반응 조건

온도
5 °C

실험 절차

3-Amino-5,6-dihydro-4H-benzo[b]thiophene-7-one hydrochloride (13.8 g) was suspended in a mixture solution of concentrated hydrochloric acid (43 mL), acid acetic (50 mL) and concentrated sulfuric acid (7 mL). An aqueous solution (8.4 mL) of sodium nitrite (5 g) was added dropwise on an ice bath while stirring vigorously so as to maintain the internal temperature at 5° C. or lower. After stirring for 30 minutes, to this reaction solution was added a solution of acetic acid (56 mL) containing copper (II) chloride dihydrate (1.35 g) saturated with sulfurous acid gas. The solution was warmed to room temperature and stirred at room temperature for 3 hours. The reaction solution was poured into ice water and extracted twice with ethyl acetate. After washing the organic layer twice with water and once with saturated sodium chloride water, and then dried with anhydrous magnesium sulfate. The solvent was evaporated at reduced pressure to provide the title compound (14.8 g) as a tango candy-like substance.

후처리

  1. stirringAfter stirring for 30 minutes, to this reaction solution
  2. temperatureThe solution was warmed to room temperature
  3. stirringstirred at room temperature for 3 hours
  4. extractionextracted twice with ethyl acetate
  5. washAfter washing the organic layer twice with water
  6. dry with materialonce with saturated sodium chloride water, and then dried with anhydrous magnesium sulfate
  7. customThe solvent was evaporated at reduced pressure

출처 및 근거

ORD 기록
ord-a18f23d684394ba1b90e55c91bdaca75
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07217723B2

반응 노트

불러오는 중…