Triethylamine → HCID 19086860, compound

HRID 1464617Notes

Reaction equation

HRID 1464617 reaction equation
[CH3:1][CH2:2][C:3]([NH:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:18]=[CH:17][C:15]([NH2:16])=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)=[O:4].C(N(CC)CC)C.[Br:26][CH2:27][CH2:28][C:29](Cl)=[O:30]>C1(C)C=CC=CC=1>[Br:26][CH2:27][CH2:28][C:29]([NH:16][C:15]1[CH:14]=[CH:13][C:12]([N:9]2[CH2:10][CH2:11][CH:6]([NH:5][C:3](=[O:4])[CH2:2][CH3:1])[CH2:7][CH2:8]2)=[CH:18][CH:17]=1)=[O:30]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 84944Propanoyl chloride, 3-bromo-HCID 19086859HCID 19086859, compound

Product 1

HCID 19086860HCID 19086860, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
80 °C

Procedure

16 Grams of p-[4-(N-methylacetylamino)-1-piperidyl]aniline was dissolved in 150 ml of toluene. then to this solution was added 9.12 ml of triethylamine. Next, 11 g of β-bromopropionyl chloride in 30 ml of toluene solution was added dropwise thereto under stirring at 80° C. The reaction was continued further for 30 minutes, then the resinous materials formed in the reaction mixture were removed, then the remaining liquid was washed with water, dried and the solvent was removed by evaporation to yield 18 g of N-(β-bromopropionyl)-p-[4-(N-methylacetylamino)-1-piperidyl]-aniline as in the form of an oily substance.

Workup

  1. customthe resinous materials formed in the reaction mixture
  2. customwere removed
  3. washthe remaining liquid was washed with water
  4. customdried
  5. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-b8302fbd1e9d447a81bc79d6ff610fcc
Source dataset
uspto-grants-1994_04
Patent number
US05306719

Reaction notes

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