Hydrochloric Acid → 2-(4-Chloro-3-sulfamoylbenzoyl)-benzo[b]furan

HRID 263297

반응식

HRID 263297 반응식
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([S:12](=[O:15])(=[O:14])[NH2:13])[CH:6]=1)=[O:4].[CH:16](=O)[C:17]1[C:18](=[CH:20][CH:21]=[CH:22][CH:23]=1)[OH:19].C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O>[Cl:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]([C:2]2[O:19][C:18]3[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=3[CH:16]=2)=[O:4])=[CH:6][C:7]=1[S:12](=[O:15])(=[O:14])[NH2:13]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 6998SalicylaldehydeHCID 11430Potassium CarbonateHCID 12952390Bromo-4'-chloro-3'-sulfamoylacetophenone

생성물 1

HCID 213165932-(4-Chloro-3-sulfamoylbenzoyl)-benzo[b]furan

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4 g 2-Bromo-4'-chloro-3'-sulfamoylacetophenone and 1.63 g salicylaldehyde are maintained for 2 hours with agitation and with exclusion of moisture at a temperature of 80° C. in 50 ml anhydrous dimethyl formamide, in the presence of 2.9 g potassium carbonate ground under anhydrous conditions. After cooling, the batch is poured into a mixture of icewater and excess hydrochloric acid, extracted with ethyl acetate and dried over sodium sulfate. After having distilled off the solvent, crystallization is carried out from di-isopropyl ether and isopropanol. M.p. 152°-156° C. Recrystallization from glacial acetic acid after clarification with active charcoal gives colorless crystals having a melting point of 167°-170° C.

후처리

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. dry with materialdried over sodium sulfate
  4. distillationAfter having distilled off
  5. customthe solvent, crystallization
  6. customRecrystallization from glacial acetic acid after clarification with active charcoal
  7. customgives colorless crystals

출처 및 근거

ORD 기록
ord-be87ce7bc2cb4532b71c9d0edfccb620
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04156732

연결된 노트

불러오는 중…