Sodium Methoxide → HCID 13887382, compound

HRID 569779Notes

Reaction equation

HRID 569779 reaction equation
Cl[CH2:2][CH2:3][NH:4][C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH2:19][CH2:18][C:17](=[O:20])[NH:16][N:15]=2)=[CH:10][CH:9]=1)=[O:6].C[O-].[Na+]>CN(C=O)C>[O:6]1[CH2:2][CH2:3][N:4]=[C:5]1[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH2:19][CH2:18][C:17](=[O:20])[NH:16][N:15]=2)=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 13887381HCID 13887381, compound

Product 1

HCID 13887382HCID 13887382, compoundYield 76.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 1.8 g of N-(2-chloroethyl)-N'-[4-(1,4,5,6-tetrahydro-6-oxo-3-pyridazinyl)phenyl]-urea and 0.7 g of NaOMe in 20 ml of DMF is heated at 100° C. for five hours. The DMF is distilled under reduced pressure, the residue is treated with water, and the pH of the solution is adjusted to 6. The solid is filtered, washed with water, and crystallized from DMF to yield 1.2 g of the product, 6-[4-[(4,5-dihydro-2-oxazolyl)amino]phenyl]-4,5-dihydro-3(2H)-pyridazinone, mp 332°-333° C.

Workup

  1. distillationThe DMF is distilled under reduced pressure
  2. additionthe residue is treated with water
  3. filtrationThe solid is filtered
  4. washwashed with water
  5. customcrystallized from DMF

Sources & evidence

ORD record
ord-0bcd1db1bdaa4a94b214e43d13a39a4d
Source dataset
uspto-grants-1988_03
Patent number
US04734415

Reaction notes

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