Hydrazine hydrate (1:1) → HCID 10473537, compound

HRID 1587365Notes

Reaction equation

HRID 1587365 reaction equation
[CH2:1]([C:4]1[N:9]=[C:8]([CH3:10])[N:7]=[C:6](Cl)[C:5]=1[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[C:25]#[N:26])=[CH:15][CH:14]=1)[CH2:2][CH3:3].O.[NH2:28][NH2:29]>C(O)C>[CH2:1]([C:4]1[N:9]=[C:8]([CH3:10])[N:7]=[C:6]([NH:28][NH2:29])[C:5]=1[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[C:25]#[N:26])=[CH:15][CH:14]=1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 10428692HCID 10428692, compound

Product 1

HCID 10473537HCID 10473537, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

51.7 g of 6-n-propyl-2-methyl-4-chloro-5-[(2'-cyano-4-biphenylyl)methyl]pyrimidine, prepared in Example 10, are dissolved in 150 ml of ethanol and 90 ml of hydrazine hydrate. The mixture is heated to reflux for 6 hours and the solvent is concentrated to one half under vacuum and then treated with water. The crystals formed are drained, washed with water and then with ether and dried to give 46 g of 6-n-propyl-2-methyl-4-hydrazino-5-[(2'-cyano-4-biphenylyl)methyl]pyrimidine in the form of crystals of melting point 156° C.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 6 hours
  3. concentrationthe solvent is concentrated to one half under vacuum
  4. additiontreated with water
  5. customThe crystals formed
  6. washwashed with water
  7. dry with materialwith ether and dried

Sources & evidence

ORD record
ord-dac096e1ef274b86a97ab087d25920f3
Source dataset
uspto-grants-1993_06
Patent number
US05217973

Reaction notes

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