Piperidine → HCID 22339615, compound

HRID 585142Notes

Reaction equation

HRID 585142 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:22]2[C:27](=[O:28])[NH:26][C:25](=[O:29])[CH:24]=[N:23]2)[CH:5]=[C:6]([Cl:21])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([S:17](Cl)(=[O:19])=[O:18])[CH:10]=1.[NH:30]1[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1>CN(C)C=O.C(OCC)C>[Cl:1][C:2]1[CH:3]=[C:4]([N:22]2[C:27](=[O:28])[NH:26][C:25](=[O:29])[CH:24]=[N:23]2)[CH:5]=[C:6]([Cl:21])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([S:17]([N:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)(=[O:19])=[O:18])[CH:10]=1

Participants

5

Reactant 2

HCID 8082PiperidineHCID 22339649HCID 22339649, compound

Product 1

HCID 22339615HCID 22339615, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

To a stirred solution of 2-[3,5-dichloro-4-(3-chlorosulfonyl-4-methoxy-phenoxy)-phenyl]-2H-[1,2,4]triazine-3,5-dione (0.7 g) in dimethylformamide (8 mL) was added piperidine (0.4 mL). After 1 h, the reaction was diluted in diethyl ether, washed with 1N hydrochloric acid, brine, dried (Na2SO4) and concentrated in vacuo to a solid. Recrystallization from diethyl ether/petroleum ether afforded the title compound of Step B, 0.5 g. MS Calc.:527.4 Found:527.0.

Workup

  1. washwashed with 1N hydrochloric acid, brine
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated in vacuo to a solid
  4. customRecrystallization from diethyl ether/petroleum ether

Sources & evidence

ORD record
ord-cd6a23cc203a44f5b804c6641ececb59
Source dataset
uspto-grants-2005_08
Patent number
US06930107B2

Reaction notes

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