Dimethylformamide → 2-Bromo-4-methylbenzamide

HRID 564438

반응식

HRID 564438 반응식
[Br:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].C[N:13](C=O)C>C1(C)C=CC=CC=1.S(Cl)(Cl)=O>[Br:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:13])=[O:5]

참가 물질

5

반응물 2

HCID 6228DimethylformamideHCID 2262922-Bromo-4-methylbenzoic acid

생성물 1

HCID 2623402-Bromo-4-methylbenzamide수율 99%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 24386Thionyl Chloride용매

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온도
50 °C

실험 절차

To a suspension of 2-bromo-4-methylbenzoic acid (15.0 g, 69.8 mmol) in toluene (60 mL), thionyl chloride (10.3 mL) and DMF (0.10 mL) were added and stirred at 50° C. for 3 h. After cooled to room temperature, the excess thionyl chloride was removed in vacuo. The residue was dissolved in toluene (50 mL), and the mixture was added to the solution of ammonia (25%, 60 mL). The white precipitate was filtered over Celite and dried in vacuo to afford 2-bromo-4-methylbenzamide (14.8 g, 99%).

후처리

  1. additionwere added
  2. temperatureAfter cooled to room temperature
  3. customthe excess thionyl chloride was removed in vacuo
  4. dissolutionThe residue was dissolved in toluene (50 mL)
  5. additionthe mixture was added to the solution of ammonia (25%, 60 mL)
  6. filtrationThe white precipitate was filtered over Celite
  7. customdried in vacuo

출처 및 근거

ORD 기록
ord-8ae5b16d78a84ca3a97bbd9ab801acac
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067408B2

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