Piperidine → HCID 70490507, compound

HRID 637283Notes

Reaction equation

HRID 637283 reaction equation
O[CH:2]=[N:3][C:4](=[O:20])[C:5]([C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=1)([OH:11])[C:6]([N:8]=[CH:9]O)=[O:7].[NH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1.C([N:29]([CH2:32][CH3:33])[CH2:30][CH3:31])C.O1CCOC[CH2:35]1>B(F)(F)F>[N:21]1([CH:2]=[N:3][C:4](=[O:20])[C:5]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=2)([OH:11])[C:6]([N:8]=[CH:9][N:29]2[CH2:30][CH2:31][CH2:35][CH2:33][CH2:32]2)=[O:7])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

6

Reactant 4

HCID 8082PiperidineHCID 8471TriethylamineHCID 312751,4-DioxaneHCID 178523929HCID 178523929, compound

Product 1

HCID 70490507HCID 70490507, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6356Boron trifluorideCatalyst

Procedure

3.21 g of bishydroxymethylene-3,4-dichlorophenyl-hydroxymalonic acid diamide (0.01 mol) are kept at 50° C. with 3 g of piperidine and 3 drops of boron trifluoride in 50 ml of dioxane for 8 hours. After the addition of 0.5 ml of triethylamine, the mixture is evaporated down, the residue is taken up with ether, and the product is filtered off under suction. 6.7 g of bis-piperidinomethylene-3,4-dichlorophenyl-hydroxymalonic acid diamide (73% of theory) of melting point 195° C. are obtained.

Workup

  1. customthe mixture is evaporated down
  2. filtrationthe product is filtered off under suction

Sources & evidence

ORD record
ord-d2dcc6ebb71049f790186375a4bb65ae
Source dataset
uspto-grants-1985_12
Patent number
US04556649

Reaction notes

Loading…