Dimethylformamide → 2-Bromo-4-methylbenzamide

HRID 662019

反応式

HRID 662019 の反応式
[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]

参加物

5

反応物 2

HCID 6228DimethylformamideHCID 2262922-Bromo-4-methylbenzoic acid

生成物 1

HCID 2623402-Bromo-4-methylbenzamide収率 99%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 24386Thionyl Chloride溶媒

反応条件

温度
50 °C

実験手順

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 cooling 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%).

後処理

  1. additionwere added
  2. temperatureAfter cooling 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

出典と根拠

ORDレコード
ord-5368abd18b004492846f479fd4b79fd8
出典データセット
uspto-grants-2011_12
特許番号
US08084449B2

関連ノート

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