Hydrazine hydrate (1:1) → HCID 178440199, compound

HRID 274109Notes

Reaction equation

HRID 274109 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]2[C:17]([OH:27])=[N:18][C:19](SC)=[N:20][C:21]=2[CH2:22][CH2:23][CH3:24])=[CH:11][CH:10]=1)#[N:2].O.[NH2:29][NH2:30]>COCCO>[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]2[C:17]([OH:27])=[N:18][C:19]([NH:29][NH2:30])=[N:20][C:21]=2[CH2:22][CH2:23][CH3:24])=[CH:11][CH:10]=1)#[N:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178440259HCID 178440259, compound

Product 1

HCID 178440199HCID 178440199, compound

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

12.4 g of 5-[(2'-cyanobiphenyl-4-yl)methyl]-4-hydroxy-2-methylmercapto-6-propylpyrimidine, prepared above, are dissolved in 370 ml of 2-methoxyethanol. 33 ml of hydrazine hydrate are introduced and the mixture is then refluxed for 3 h. It is concentrated under vacuum and the concentrate is taken up in acetonitrile and triturated. The solid obtained is filtered off and washed with ether and isopropyl ether to give 9.9 g of 5-[(2'-cyanobiphenyl-4-yl)methyl]-2-hydrazino-4-hydroxy-6-propylpyrimidine.

Workup

  1. temperaturethe mixture is then refluxed for 3 h
  2. concentrationIt is concentrated under vacuum
  3. customtriturated
  4. customThe solid obtained
  5. filtrationis filtered off
  6. washwashed with ether and isopropyl ether

Sources & evidence

ORD record
ord-2d3e0839a1774c9ab5e0bcdc4d97930a
Source dataset
uspto-grants-1995_02
Patent number
US05387747

Reaction notes

Loading…