HCID 20491753, compound → HCID 20491776, compound

HRID 434663Notes

Reaction equation

HRID 434663 reaction equation
[Cl:1][C:2]1[C:3](NN)=[N:4][C:5](=[O:15])[N:6]([CH2:9][C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[C:7]=1[CH3:8]>CC(O)C.C(Cl)(Cl)Cl.C(O)C.[Ag]=O>[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:15])[N:6]([CH2:9][C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[C:7]=1[CH3:8]

Participants

5

Reactant 1

HCID 20491753HCID 20491753, compound

Product 1

HCID 20491776HCID 20491776, compound

Reagents, catalysts & solvents 3

HCID 92152Silver(II) oxideCatalystHCID 3776IsopropanolSolventHCID 21889567Chloroform ethanolSolvent

Procedure

Silver oxide (238 mg) was added to a solution of 5-chloro-4-hydrazino-6-methyl-1-(2-thienylmethyl)pyrimidin-2-one (128 mg) in propan-2-ol (20 ml). The mixture was stirred at ambient temperature for 24 hours, when evaporation of solvent gave a gum. This was subjected to p.l.c. on silica, developing in chloroform-ethanol (25:1, two runs). The major band was eluted with ethyl acetate giving a gum (23 mg) containing the title pyrimidinone p.m.r. spectrum in CDCl3, signals relative to SiMe4 in p.p.m.: 2.6 (3H, s) 6-CH3 ; 5.4 (2H,s) 1-CH2 -.

Workup

  1. customwhen evaporation of solvent
  2. customgave a gum
  3. washThe major band was eluted with ethyl acetate giving a gum (23 mg)
  4. additioncontaining the title pyrimidinone p.m.r

Sources & evidence

ORD record
ord-8e8309d0b8d14a20ad23bac9e9e60c5b
Source dataset
uspto-grants-1983_08
Patent number
US04399140

Reaction notes

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