Dimethylformamide → HCID 68428133, compound

HRID 2240288Notes

Reaction equation

HRID 2240288 reaction equation
[C:1](Cl)(Cl)=[O:2].CN(C)C=O.[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([NH:18][NH:19][C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:14][CH:13]=1>C1(C)C=CC=CC=1>[CH3:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([N:18]2[C:1](=[O:2])[O:25][C:20]([C:21]([CH3:24])([CH3:23])[CH3:22])=[N:19]2)=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 6371PhosgeneHCID 68428933HCID 68428933, compound

Product 1

HCID 68428133HCID 68428133, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

12 ml of a (20%) solution of phosgene in toluene are added dropwise, at room temperature, to a mixture of 50 ml of toluene, 0.1 ml of N,N-dimethylformamide and 2.3 g of N-(4-methoxyphenyl)-N′-pivaloyl-hydrazine. The reaction mixture is stirred at reflux for 7 hours and then concentrated. After purification of the residue on silica gel, 1-methoxy-4-(5-oxo-2-tert-butyl-3,4-diaza-1-oxa-cyclopent-2-en-4-yl)-benzene is obtained in the form of a colourless oil.

Workup

  1. temperatureat reflux for 7 hours
  2. concentrationconcentrated
  3. customAfter purification of the residue on silica gel

Sources & evidence

ORD record
ord-448ea3496a6e4db9ab8a3d463637ccfe
Source dataset
uspto-grants-2010_05
Patent number
US07723362B2

Reaction notes

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