Dichloromethane → HCID 68428933, compound

HRID 2240287Notes

Reaction equation

HRID 2240287 reaction equation
ClCCl.[CH3:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][NH2:13])=[CH:8][CH:7]=1.C(N(CC)CC)C.[C:21](Cl)(=[O:26])[C:22]([CH3:25])([CH3:24])[CH3:23]>O>[CH3:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][NH:13][C:21](=[O:26])[C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 77023(4-Methoxyphenyl)hydrazine

Product 1

HCID 68428933HCID 68428933, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 50 ml of dichloromethane and 2.76 g of free 4-methoxyphenyl-hydrazine there are added first 2.2 g of triethylamine and then, dropwise, at a temperature of from 0° to 5°, 2.65 g of pivaloyl chloride. The reaction mixture is stirred for 12 hours at room temperature and then discharged into water. The aqueous mixture is extracted with dichloromethane, the extract is concentrated and the residue is recrystallised from toluene/pentane, yielding N-(4-methoxyphenyl)-N′-pivaloyl-hydrazine which melts at from 126° to 127°.

Workup

  1. extractionThe aqueous mixture is extracted with dichloromethane
  2. concentrationthe extract is concentrated
  3. customthe residue is recrystallised from toluene/pentane

Sources & evidence

ORD record
ord-2fabd1ebcf9a44c6b47c6be027082d0f
Source dataset
uspto-grants-2010_05
Patent number
US07723362B2

Reaction notes

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