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Triethylamine → HCID 54552519, compound

HRID 653121
Notes
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Reaction equation

HRID 653121 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]([C:14](=[O:17])[CH2:15][CH3:16])[CH2:9][CH2:8][C:7]2=[O:18])([O-:3])=[O:2].CO[CH:21](OC)[N:22]([CH3:24])[CH3:23].C(N(CC)CC)C>C1C=CC=CC=1>[CH3:21][N:22]([CH:24]=[C:8]1[C:7](=[O:18])[C:6]2[C:11](=[CH:12][CH:13]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[N:10]([C:14](=[O:17])[CH2:15][CH3:16])[CH2:9]1)[CH3:23]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 78373Dimethylformamide dimethyl acetalHCID 212947876-Nitro-4-oxo-1-propionyl1,2,3,4-tetrahydroquinoline

Product 1

HCID 54552519HCID 54552519, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 6-nitro-4-oxo-1-propionyl-1,2,3,4tetrahydroquinoline (2.976 g), N,N-dimethylformamide dimethyl acetal (8.568 g), and triethylamine (1.818 g) in benzene (24 ml) was refluxed with stirring for 2.5 hours and cooled to room temperature. The resulting precipitates were collected by filtration, washed with cold ethyl acetate, and dried to give 3-dimethylaminomethylene-6-nitro-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline (3.345 g).

Workup

  1. temperaturewas refluxed
  2. customThe resulting precipitates
  3. filtrationwere collected by filtration
  4. washwashed with cold ethyl acetate
  5. customdried

Sources & evidence

ORD record
ord-6a68e1b7f6da458c8ca6dce736a279c4
Source dataset
uspto-grants-1987_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04675324

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes