Dimethylformamide → HCID 44581297, 화합물

HRID 657523

반응식

HRID 657523 반응식
[CH3:1][S:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](O)=[O:7].C[N:13](C=O)C.S(Cl)(Cl)=O>C(Cl)Cl>[CH3:1][S:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([NH2:13])=[O:7]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 2203293-(Methylthio)benzoic Acid

생성물 1

HCID 44581297HCID 44581297, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
120 °C

실험 절차

10 g of 3-methylsulfanylbenzoic acid and 0.05 ml of DMF were suspended in 50 ml of DCM. 9 ml of thionyl chloride were added and the mixture was heated under reflux for 4 h. The volatiles were removed in vacuo and the residue was taken up in 30 ml of toluene and transferred to a pressure bottle. 180 ml of a 0.5 M solution of ammonia in dioxane were added, the bottle was sealed and the mixture was heated to 120° C. for 5 h. The solvent was removed in vacuo and the residue taken in water and EA. The phases were separated and the aqueous layer was extracted with EA. The combined organic phases were washed with brine and dried over sodium sulfate. The solvent was removed in vacuo. 8.6 g of the title compound were obtained as a brown solid.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 h
  3. customThe volatiles were removed in vacuo
  4. addition180 ml of a 0.5 M solution of ammonia in dioxane were added
  5. customthe bottle was sealed
  6. customThe solvent was removed in vacuo
  7. customThe phases were separated
  8. extractionthe aqueous layer was extracted with EA
  9. washThe combined organic phases were washed with brine
  10. dry with materialdried over sodium sulfate
  11. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-54aa522136ca4c8598a1d525e0882c43
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08076324B2

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