Triethylamine → HCID 54552519, compound

HRID 35671Notes

Reaction equation

HRID 35671 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]

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-1,2,3,4-tetrahydroquinoline (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-8c48dafffcd74750ac1a3e9c0977befb
Source dataset
uspto-grants-1988_08
Patent number
US04767780

Reaction notes

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