Hydrochloric Acid → 3H-Naphtho[1,2,3-de]quinoline-1-carbonitrile, 2,7-dihydro-6-[[4-(2-hydroxyethyl)phenyl]amino]-3-methyl-2,7-dioxo-

HRID 649610

반응식

HRID 649610 반응식
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH3:23])[C:7](=[O:22])[C:8]([C:20]#[N:21])=[C:9]3[C:14]=2[C:13]=1[C:12](=[O:15])[C:11]1[CH:16]=[CH:17][CH:18]=[CH:19][C:10]3=1.[NH2:24][C:25]1[CH:30]=[CH:29][C:28]([CH:31](O)[CH3:32])=[CH:27][CH:26]=1.C([O-])(=[O:36])C.[K+].Cl>CC(C)=O.C(O)CCC>[C:20]([C:8]1[C:7](=[O:22])[N:6]([CH3:23])[C:5]2[CH:4]=[CH:3][C:2]([NH:24][C:25]3[CH:30]=[CH:29][C:28]([CH2:31][CH2:32][OH:36])=[CH:27][CH:26]=3)=[C:13]3[C:12](=[O:15])[C:11]4[CH:16]=[CH:17][CH:18]=[CH:19][C:10]=4[C:9]=1[C:14]=23)#[N:21]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 857534-Amino-alpha-methylbenzenemethanolHCID 517044Potassium AcetateHCID 111220753H-Naphtho[1,2,3-de]quinoline-1-carbonitrile, 6-bromo-2,7-dihydro-3-methyl-2,7-dioxo-

생성물 1

HCID 1639963H-Naphtho[1,2,3-de]quinoline-1-carbonitrile, 2,7-dihydro-6-[[4-(2-hydroxyethyl)phenyl]amino]-3-methyl-2,7-dioxo-

시약·촉매·용매 2

HCID 180Acetone용매HCID 2631-Butanol용매

실험 절차

A mixture of 6-bromo-1-cyano-3-methyl-3H-dibenz[f,ij]isoquinoline-2,7-dione (2.0 g), p-aminophenylethanol (15 g), potassium acetate (2.0 g), a trace of cupric acetate, and butanol (10 ml) was heated gradually to about 80° C., held for 5-10 minutes, and then drained into 250 ml of 10% HCl. The solid product was collected by filtration, washed with water, dried in air, and recrystallized twice from nitrobenzene to remove a red impurity and traces of starting material. A yield of 0.65 g of product, which had a visible absorption maximum at 587 nm in acetone, was obtained, thus imparting a reddish-blue color to acetone. The structure is as follows: ##STR6##

후처리

  1. filtrationThe solid product was collected by filtration
  2. washwashed with water
  3. customdried in air
  4. customrecrystallized twice from nitrobenzene
  5. customto remove a red impurity and traces of starting material
  6. customwas obtained

출처 및 근거

ORD 기록
ord-d00e77a6b43a4d8a92c85b1e35d241b5
출처 데이터셋
uspto-grants-1988_04
특허 번호
US04740581

연결된 노트

불러오는 중…