Pyridine → HCID 13987599, compound

HRID 256180Notes

Reaction equation

HRID 256180 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:6][C:5]=1[CH:16]1[O:20][CH2:19][CH2:18][O:17]1)([O-:3])=[O:2].[CH3:21][O:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][C:31]=1[O:32][CH3:33])[C:26](Cl)=[O:27].N1C=CC=CC=1>ClCCl>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([C:26](=[O:27])[C:25]3[CH:29]=[CH:30][C:31]([O:32][CH3:33])=[C:23]([O:22][CH3:21])[CH:24]=3)[CH2:12][CH2:11]2)=[CH:6][C:5]=1[CH:16]1[O:20][CH2:19][CH2:18][O:17]1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 1049PyridineHCID 77070Veratroyl chlorideHCID 15005609HCID 15005609, compound

Product 1

HCID 13987599HCID 13987599, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(2-Nitro-5-piperazinylphenyl)-1,3-dioxolane (6.63 g, 24 mmol) was added portionwise over 1 hour to a stirred solution of 3,4-dimethoxybenzoyl chloride (4.76 g, 24 mmol) and pyridine (4.04 g, 48 mmol) in dry dichloromethane (200 mL). The mixture was stirred overnight at room temperature, washed twice with water and concentrated in vacuo to provide 2-[2-nitro-5-[4-(3,4-dimethoxybenzoyl)piperazinyl]phenyl]-1,3-dioxolane used without further purification below.

Workup

  1. washwashed twice with water
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-06ae12a7fb12401cad59881893a9bd27
Source dataset
uspto-grants-1987_10
Patent number
US04701459

Reaction notes

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