Hydrochloric Acid → 4-(7-Chloro-4-aminoquinolyl)-2-diethylaminomethyl-5,6,7,8-tetrahydro-1-naphthol

HRID 1604957노트

반응식

HRID 1604957 반응식
[CH2:1]([N:3]([CH2:6][C:7]1[CH:16]=[C:15]([NH:17][C:18]([CH3:20])=O)[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[C:8]=1[OH:21])[CH2:4][CH3:5])[CH3:2].[ClH:22]>C(O)C>[Cl:22][C:8]1[CH:7]=[C:6]2[C:20]([C:18]([NH:17][C:15]3[C:14]4[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=4[C:8]([OH:21])=[C:7]([CH2:6][N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])[CH:16]=3)=[CH:2][CH:1]=[N:3]2)=[CH:14][CH:9]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 13801505HCID 13801505, 화합물

생성물 1

HCID 138015064-(7-Chloro-4-aminoquinolyl)-2-diethylaminomethyl-5,6,7,8-tetrahydro-1-naphthol수율 90%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 2 g of 2-diethylaminomethyl-4-acetamino-5,6,7,8-tetrahydro-I-naphthol, and 50 ml of concentrated hydrochloric acid in 200 ml of absolute ethanol was refluxed for 12 hours. Thereafter the solvent was distilled and the residue treated with ammonium hydroxide then extracted with ether. The etherial extract was washed with water and dried over magnesium sulphate. Then the ether was distilled to reside the amine. From this residual amine 6 g was mixed with 4 g of 4,7-dihchloroquinoline and few drops of conc. HCl in 50 ml of absolute ethanol and refluxed for 12 hours. Thereafter, the reaction mixture was cooled and diluted with water to double its volume then poured over a cold solution of ammonia. The formed precipitate was collected and washed with water. After drying, it weighed 9.2 g (90 % yield) of 4-(7-chloro-4-quinolylamino)-2-diethylaminomethyl-5,6,7,8-tetrahydro-I-naphthol (III). After recrystallization, it melted at 215°-217°C.

후처리

  1. distillationThereafter the solvent was distilled
  2. additionthe residue treated with ammonium hydroxide
  3. extractionthen extracted with ether
  4. extractionThe etherial extract
  5. washwas washed with water
  6. dry with materialdried over magnesium sulphate
  7. distillationThen the ether was distilled
  8. additionFrom this residual amine 6 g was mixed with 4 g of 4,7-dihchloroquinoline and few drops of conc. HCl in 50 ml of absolute ethanol
  9. temperaturerefluxed for 12 hours
  10. temperatureThereafter, the reaction mixture was cooled
  11. additiondiluted with water
  12. additionthen poured over a cold solution of ammonia
  13. customThe formed precipitate was collected
  14. washwashed with water
  15. customAfter drying

출처 및 근거

ORD 기록
ord-f884dd51469f44a88e48fe40a8a8faf5
출처 데이터셋
uspto-grants-1976_04
특허 번호
US03948920

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