Aluminum(III) Chloride → HCID 19086852, compound

HRID 1460690Notes

Reaction equation

HRID 1460690 reaction equation
Br[CH2:2][CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][CH:16]([NH:19][C:20](=[O:23])[CH2:21][CH3:22])[CH2:15][CH2:14]2)=[CH:9][CH:8]=1)=[O:5].[Cl-].[Al+3].[Cl-].[Cl-]>C(=S)=S>[CH3:22][CH2:21][C:20]([NH:19][CH:16]1[CH2:17][CH2:18][N:13]([C:10]2[CH:9]=[C:8]3[C:7](=[CH:12][CH:11]=2)[NH:6][C:4](=[O:5])[CH2:3][CH2:2]3)[CH2:14][CH2:15]1)=[O:23]

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 19086860HCID 19086860, compound

Product 1

HCID 19086852HCID 19086852, compound

Reagents, catalysts & solvents 1

HCID 6348Carbon DisulfideSolvent

Procedure

2.7 Grams of N-(β-bromopropionyl)-p-[4-(N-methylacetylamino)-1-piperidyl]aniline and 28 g of pulverized aluminum chloride were suspended in 50 ml of carbon disulfide, then the mixture was refluxed by heating for 4 hours. The reaction mixture was poured into ice-water, then the precipitates formed were collected and washed with water, and with diethyl ether, then this substance was converted into a hydrobromide and recrystallized from methanol-diethyl ether to yield 0.8 g of 6-[4-(N-methylacetylamino)-1-piperidyl]-3,4-dihydrocarbostyril. Light yellow needle-like crystals. Melting point: 195° C.-197° C.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureby heating for 4 hours
  3. customthe precipitates formed
  4. customwere collected
  5. washwashed with water
  6. customrecrystallized from methanol-diethyl ether

Sources & evidence

ORD record
ord-56f9de96f02440e0bfcb8c628f758d18
Source dataset
uspto-grants-1991_12
Patent number
US05071856

Reaction notes

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