Bis(2-aminophenyl) disulfide → HCID 23049817, 화합물

HRID 1651507

반응식

HRID 1651507 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][S:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH2:16].Br[C:18]([CH3:23])([CH3:22])[C:19](Cl)=[O:20]>C(#N)C>[O:20]=[C:19]1[C:18]([CH3:23])([CH3:22])[C:12]2[C:11](=[C:10]([S:9][S:8][C:3]3[CH:4]=[CH:5][CH:6]=[C:7]4[C:2]=3[NH:1][C:19](=[O:20])[C:18]4([CH3:23])[CH3:22])[CH:15]=[CH:14][CH:13]=2)[NH:16]1

참가 물질

4

반응물 2

HCID 14358Bis(2-aminophenyl) disulfideHCID 111060492-Bromo-2-methylpropanoyl chloride

생성물 1

HCID 23049817HCID 23049817, 화합물수율 55.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
40 °C

실험 절차

In a stream of nitrogen, 12.4 g of bis(2-aminophenyl)disulfide was added to 100 ml of acetonitrile, and further added thereto was 18.6 g of α-bromo-α-methylpropionic acid chloride. The resulting mixture was heated under reflux for 3 hours. After removal of acetonitrile, 100 ml of ethylene chloride was added to the reaction product, and gradually added thereto was 28 g of anhydrous aluminium chloride at room temperature. After the conclusion of the additional materials, the mixture was heated for 2 hours at 40° C. with vigorous stirring. The reaction mixture was poured into 200 g of ice-cold water containing concentrated hydrochloric acid in order to decompose the aluminium chloride. After the decomposition, 100 ml of chloroform was added to the reaction mixture, and the organic phase was washed with saturated sodium chloride solution three times. The chloroform-ethylene chloride phase was removed, and concentrated to dryness. The product was purified by column chromatography on silica gel to obtain 10.6 g of bis(2-oxo-3,3-di-methyl-7-indolinyl)disulfide.

후처리

  1. additionfurther added
  2. temperatureThe resulting mixture was heated
  3. temperatureunder reflux for 3 hours
  4. customAfter removal of acetonitrile, 100 ml of ethylene chloride
  5. additionwas added to the reaction product
  6. additiongradually added
  7. customat room temperature
  8. additionThe reaction mixture was poured into 200 g of ice-cold water containing concentrated hydrochloric acid in order
  9. additionAfter the decomposition, 100 ml of chloroform was added to the reaction mixture
  10. washthe organic phase was washed with saturated sodium chloride solution three times
  11. customThe chloroform-ethylene chloride phase was removed
  12. concentrationconcentrated to dryness
  13. customThe product was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-fb615c9d032245cc9e2fad740f843619
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04929540

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