Water → HCID 22493007, compound

HRID 1816340Notes

Reaction equation

HRID 1816340 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][CH:5]([N:8]2[CH2:13][CH2:12][N:11]([C:14]3[CH:23]=[CH:22][C:17]([C:18]([NH:20][NH2:21])=[O:19])=[CH:16][CH:15]=3)[CH2:10][CH2:9]2)[CH2:4][CH2:3]1.N1C=CC=CC=1.[I:30][C:31]1[CH:39]=[CH:38][C:34]([C:35](Cl)=[O:36])=[CH:33][CH:32]=1.O>C1COCC1>[I:30][C:31]1[CH:39]=[CH:38][C:34]([C:35]([NH:21][NH:20][C:18](=[O:19])[C:17]2[CH:16]=[CH:15][C:14]([N:11]3[CH2:12][CH2:13][N:8]([CH:5]4[CH2:6][CH2:7][CH:2]([CH3:1])[CH2:3][CH2:4]4)[CH2:9][CH2:10]3)=[CH:23][CH:22]=2)=[O:36])=[CH:33][CH:32]=1

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 743734-Iodobenzoyl chlorideHCID 22492979HCID 22492979, compound

Product 1

HCID 22493007HCID 22493007, compoundYield 104.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 4-[4-(4-methylcyclohexyl)-1-piperazinyl]benzohydrazide (12.48 g) and pyridine (11.7 ml) in THF (374 ml) was added 4-iodobenzoyl chloride (11 g) under ice-cooling and the mixture was stirred at the same temperature for 1 hour. The reaction mixture was added water (3700 ml). The resulting precipitate was collected by filtration and dried to give N′-(4-iodobenzoyl)-4-[4-(4-methylcyclohexyl)-1-piperazinyl]benzohydrazide (22.45 g).

Workup

  1. temperaturecooling
  2. filtrationThe resulting precipitate was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-2673b5f2884442e5b5fa0bc0ec4d5315
Source dataset
uspto-grants-2005_04
Patent number
US06884774B2

Reaction notes

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