Diisopropylamine → HCID 22716658, compound

HRID 1582963Notes

Reaction equation

HRID 1582963 reaction equation
C(NC(C)C)(C)C.[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[N:10]=1.[Cl:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=1)[CH:20]=[O:21]>C1COCC1.CCCCCC>[Cl:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=1)[C:20]([C:14]1[C:9]([Cl:8])=[N:10][C:11]([Cl:15])=[CH:12][CH:13]=1)=[O:21]

Participants

6

Reactant 3

HCID 7912DiisopropylamineHCID 114773-ChlorobenzaldehydeHCID 169892,6-Dichloropyridine

Product 1

HCID 22716658HCID 22716658, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 8058HexaneSolvent

Procedure

A THF solution of diisopropylamine was treated with 1.6M butyl]ithium/hexane solution. Thereafter, 2,6-dichloropyridine was added dropwise thereto together with THF and reacted, and then 3-chlorobenzaldehyde was further added dropwise. The reaction mixture was worked up and purified in a usual manner and the resulting compound was reacted with manganese dioxide in toluene under heating. The reaction mixture was worked up and purified in a usual manner to obtain 3-(3-chlorobenzoyl)-2,6-dichloropyridine. MS: 286.

Workup

  1. custompurified in a usual manner
  2. customthe resulting compound was reacted with manganese dioxide in toluene
  3. temperatureunder heating
  4. custompurified in a usual manner

Sources & evidence

ORD record
ord-26862360617c411091f2aa52fc79db91
Source dataset
uspto-grants-2004_05
Patent number
US06740662B1

Reaction notes

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