Acetic Acid → HCID 178424663, compound

HRID 2351338Notes

Reaction equation

HRID 2351338 reaction equation
[ClH:1].[CH3:2][C:3]1[N:8]=[C:7]([C:9]([NH2:11])=[NH:10])[CH:6]=[CH:5][CH:4]=1.[Na].[C:13]([OH:16])(=O)[CH3:14].[CH2:17](O)[CH3:18]>C[O-].[Na+]>[Cl:1][C:6]1[CH:5]=[CH:4][CH:3]=[CH:2][C:17]=1[C:18]1[CH:14]=[C:13]([OH:16])[N:11]=[C:9]([C:7]2[CH:6]=[CH:5][CH:4]=[C:3]([CH3:2])[N:8]=2)[N:10]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 702Ethanol2×HCID 5360545SodiumHCID 142532016-Methylpyridine-2-carboximidamide--hydrogen chloride (1/1)

Product 1

HCID 178424663HCID 178424663, compound

Reagents, catalysts & solvents 1

HCID 10942334Sodium MethoxideSolvent

Procedure

6-Methyl-2-picoline amidine hydrochloride (5 g) was dissolved in a solution of sodium methoxide in ethanol prepared from ethanol (50 ml) and metallic sodium (0.8 g). Ethyl o-chlorobenzoyl acetate (7.3 g) was added to the solution obtained above, then the mixture was heated uner reflux for 1 hour. After the reaction mixture was cooled to room temperature, it was neutralized with acetic acid and then concentrated under reduced pressure. The residue obtained was washed with water and n-hexane to obtain 4-o-chlorophenyl-6-hydroxy-2-(6-methyl-2-pyridinyl)pyrimidine (7 g).

Workup

  1. customobtained above, then the mixture
  2. temperaturewas heated uner
  3. temperaturereflux for 1 hour
  4. concentrationconcentrated under reduced pressure
  5. customThe residue obtained
  6. washwas washed with water and n-hexane

Sources & evidence

ORD record
ord-9dbb71336b724a98b7cf26f115bcd455
Source dataset
uspto-grants-1989_10
Patent number
US04873248

Reaction notes

Loading…