1-Chloro-2,6-dinitrobenzene → 4-(2,6-Dinitrobenzylidene)-1-ethyl-1,4-dihydroquinoline

HRID 1288400노트

반응식

HRID 1288400 반응식
[I-].[CH2:2]([N+:4]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:7]([CH3:8])=[CH:6][CH:5]=1)[CH3:3].Cl[C:16]1[C:21]([N+:22]([O-:24])=[O:23])=[CH:20][CH:19]=[CH:18][C:17]=1[N+:25]([O-:27])=[O:26].C(N(C(C)C)CC)(C)C>C(#N)C>[N+:22]([C:21]1[CH:20]=[CH:19][CH:18]=[C:17]([N+:25]([O-:27])=[O:26])[C:16]=1[CH:8]=[C:7]1[C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:4]([CH2:2][CH3:3])[CH:5]=[CH:6]1)([O-:24])=[O:23]

참가 물질

5

반응물 3

HCID 118141-Chloro-2,6-dinitrobenzeneHCID 69062Quinolinium, 1-ethyl-4-methyl-, iodide (1:1)HCID 81531Diisopropylethylamine

생성물 1

HCID 540122044-(2,6-Dinitrobenzylidene)-1-ethyl-1,4-dihydroquinoline수율 25%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

1-Ethyllepidinium iodide (3.0 g., 10 mmole) and 1-chloro-2,6-dinitrobenzene (2.5 g., 12 mmole) are warmed in acetonitrile (50 ml.) and diisopropylethylamine (2.6 g., 20 mmole) is added. The resulting dark mixture is allowed to cool and stand overnight. The precipitate of dye is filtered off and washed with acetonitrile and ether. On recrystallization from acetonitrile, a 25% yield (0.85 g.) of purified dye is obtained with a m.p. of 154°-155° C. dec.

후처리

  1. temperatureto cool
  2. filtrationThe precipitate of dye is filtered off
  3. washwashed with acetonitrile and ether
  4. customOn recrystallization from acetonitrile
  5. customa 25% yield (0.85 g.) of purified dye is obtained with a m.p. of 154°-155° C. dec.

출처 및 근거

ORD 기록
ord-041ebbf1bff34b118f1794e6a753fd95
출처 데이터셋
uspto-grants-1976_10
특허 번호
US03988154

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