4-[(7-Chloroquinolin-4-yl)amino]benzoic acid → 4-(7-Chloro-4-quinolylamino)-N-(2-diethylaminoethyl)-N-ethyl-benzamide

HRID 918396노트

반응식

HRID 918396 반응식
Cl.[Cl:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([NH:13][C:14]3[CH:22]=[CH:21][C:17]([C:18](Cl)=[O:19])=[CH:16][CH:15]=3)=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.ClC1[CH:33]=[C:32]2C(C(NC3C=CC(C(O)=O)=CC=3)=[CH:29][CH:30]=[N:31]2)=CC=1>>[Cl:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([NH:13][C:14]3[CH:22]=[CH:21][C:17]([C:18]([N:10]([CH2:11][CH2:6][N:31]([CH2:30][CH3:29])[CH2:32][CH3:33])[CH2:9][CH3:8])=[O:19])=[CH:16][CH:15]=3)=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1

참가 물질

3

반응물 2

HCID 6862834-[(7-Chloroquinolin-4-yl)amino]benzoic acidHCID 215209934-(7-Chloro-4-quinolylamino)benzoyl chloride hydrochloride

생성물 1

HCID 215209964-(7-Chloro-4-quinolylamino)-N-(2-diethylaminoethyl)-N-ethyl-benzamide

실험 절차

4-(7-Chloro-4-quinolylamino) benzoyl chloride hydrochloride (prepared by refluxing 9.0 grams of 4-(7-chloro-4-quinolylamino) benzoic acid and evaporating the excess thionyl chloride, was added in portions to a cooled, stirred mixture of 4.32 grams of N,N,N1 -triethylethylene diamine and 32 grams of sodium carbonate in 60 milliliters of chloroform and 70 milliliters of water. After stirring for 2 days at room temperature the reaction mixture was filtered, the chloroform layer separated, dried and evaporated to give an oil. This was triturated with hexane to give a light brown solid, which was triturated with acetone to give 5.3 grams of the title compound as a quarter hydrate.

후처리

  1. customevaporating the excess thionyl chloride
  2. additionwas added in portions to a cooled
  3. additionmixture of 4.32 grams of N,N,N1 -triethylethylene diamine and 32 grams of sodium carbonate in 60 milliliters of chloroform and 70 milliliters of water
  4. stirringAfter stirring for 2 days at room temperature the reaction mixture
  5. filtrationwas filtered
  6. customthe chloroform layer separated
  7. customdried
  8. customevaporated
  9. customto give an oil
  10. customThis was triturated with hexane
  11. customto give a light brown solid, which
  12. customwas triturated with acetone

출처 및 근거

ORD 기록
ord-f0c788dd16904d2eb25e3df3a71fe819
출처 데이터셋
uspto-grants-1976_07
특허 번호
US03971787

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