Phosgene → 2,3-Dichlorobenzenesulfonyl isocyanate

HRID 236518노트

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HRID 236518 반응식
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[S:9]([NH2:12])(=[O:11])=[O:10].C(N=[C:18]=[O:19])CCC.C1N2CCN(CC2)C1.C(Cl)(Cl)=O>>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[S:9]([N:12]=[C:18]=[O:19])(=[O:10])=[O:11]

참가 물질

5

반응물 4

HCID 6371Phosgene2회HCID 8110Butyl isocyanateHCID 9237DabcoHCID 83179472,3-Dichlorobenzenesulfonamide

생성물 1

HCID 138527082,3-Dichlorobenzenesulfonyl isocyanate

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온도
138 °C

실험 절차

To 350 mL of dry xylenes was added 44 g of 2,3-dichlorobenzenesulfonamide, 23 mL of n-butyl isocyanate and 0.3 g 1,4-diazobicyclo[2.2.2]octane. This mixture was heated to reflux (138° C.) under a nitrogen atmosphere. After two hours, liquid phosgene was added to the refluxing mixture in portions over 1.5 hours at such a rate that kept the temperature between 130°-138° C. The phosgene addition was ceased when the reflux temperature had fallen to 130° C. and failed to rise, indicating that consumption of the starting material was complete (13.5 mL phosgene). The mixture was refluxed for an additional hour, cooled to room temperature, and filtered under nitrogen. Evaporation of the filtrate under reduced pressure gave 55 g of crude 2,3-dichlorobenzenesulfonyl isocyanate as a dark oil. This oil was taken up in dry acetonitrile (total solution volume 140 mL) and used as such for subsequent experiments: IR (Neat): 2250 (NCO) cm-1

후처리

  1. temperatureThis mixture was heated
  2. custombetween 130°-138° C
  3. customhad fallen to 130° C.
  4. customindicating that consumption of the starting material
  5. temperatureThe mixture was refluxed for an additional hour
  6. temperaturecooled to room temperature
  7. filtrationfiltered under nitrogen
  8. customEvaporation of the filtrate under reduced pressure

출처 및 근거

ORD 기록
ord-2299a7534e6c495db5a403ce130bfbab
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04645527

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