Triethylamine → HCID 70535275, compound

HRID 1649248Notes

Reaction equation

HRID 1649248 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:21]=[CH:22][C:23]=1[O:24][CH3:25])[C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7].C(N(CC)CC)C.[CH3:33][O:34][CH:35]=[CH:36][C:37](Cl)=[O:38]>C1C=CC=CC=1>[CH3:33][O:34][CH:35]=[CH:36][C:37]([NH:18][C:17]1[CH:19]=[CH:20][C:14]([N:11]2[CH2:12][CH2:13][N:8]([C:6](=[O:7])[C:5]3[CH:21]=[CH:22][C:23]([O:24][CH3:25])=[C:3]([O:2][CH3:1])[CH:4]=3)[CH2:9][CH2:10]2)=[CH:15][CH:16]=1)=[O:38]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 20480569HCID 20480569, compoundHCID 53692984HCID 53692984, compound

Product 1

HCID 70535275HCID 70535275, compoundYield 72.9%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A solution of 11 g of p-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]aniline in 100 ml of benzene was added 4.56 ml of triethylamine and refluxed while adding dropwise a solution of 3.94 g of β-methoxyacryloyl chloride in 20 ml of benzene. After completion of addition, the mixture was refluxed for 1 hour. After completion of reaction, the reaction mixture was washed with water and dried. The solvent was distilled off and the residue was purified through silica gel column chromatography to give 10 g of N-(β-methoxyacryloyl)-p-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]aniline.

Workup

  1. temperaturerefluxed
  2. additionAfter completion of addition
  3. temperaturethe mixture was refluxed for 1 hour
  4. customAfter completion of reaction
  5. washthe reaction mixture was washed with water
  6. customdried
  7. distillationThe solvent was distilled off
  8. customthe residue was purified through silica gel column chromatography

Sources & evidence

ORD record
ord-c52caf3f165c4b23927ba133e36aa868
Source dataset
uspto-grants-1983_11
Patent number
US04415572

Reaction notes

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