2,4-Dibromo-6-chloroaniline → HCID 22482744, 화합물

HRID 2182072노트

반응식

HRID 2182072 반응식
[Cl:1][C:2]1[C:7]([NH2:8])=[C:6]([Br:9])[CH:5]=[C:4]([Br:10])[CH:3]=1.Br[CH2:12][C:13](=[C:15]([C:18]#[N:19])[C:16]#[N:17])[CH3:14]>C(O)(C)C.O1CCCC1>[NH2:19][C:18]1[N:8]([C:7]2[C:2]([Cl:1])=[CH:3][C:4]([Br:10])=[CH:5][C:6]=2[Br:9])[CH:12]=[C:13]([CH3:14])[C:15]=1[C:16]#[N:17]

참가 물질

5

반응물 2

HCID 42959822,4-Dibromo-6-chloroanilineHCID 10921206HCID 10921206, 화합물

생성물 1

HCID 22482744HCID 22482744, 화합물수율 26.3%

시약·촉매·용매 2

HCID 3776Isopropanol용매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 5.3 g of 6-chloro-2,4-dibromoaniline and 3.5 g of 2-(2-bromo-1-methylethylidene)malononitrile was dissolved in a mixed solution of 10 ml of isopropanol and 10 ml of tetrahydrofuran. The reaction mixture was heated for 2 hours while being concentrated at 120° C. Water was poured into the reaction mixture. The reaction mixture was extracted with chloroform. The organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate and was dried over anhydrous sodium sulfate. After the desiccant was filtered off, the filtrate was concentrated under reduced pressure and was allowed to stand for crystallization to yield 1.9 g of 2-amino-4-methyl-1-(2,4-dibromo-6-chlorophenyl)pyrrole-3-carbonitrile.

후처리

  1. temperatureThe reaction mixture was heated for 2 hours
  2. concentrationwhile being concentrated at 120° C
  3. additionWater was poured into the reaction mixture
  4. extractionThe reaction mixture was extracted with chloroform
  5. washThe organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate
  6. dry with materialwas dried over anhydrous sodium sulfate
  7. filtrationAfter the desiccant was filtered off
  8. concentrationthe filtrate was concentrated under reduced pressure
  9. customto stand for crystallization

출처 및 근거

ORD 기록
ord-3178361a09df47868d2776c702c15811
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06894168B2

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