MAGNESIUM SILICATE (synthetic) → HCID 15617186, compound

HRID 2351636Notes

Reaction equation

HRID 2351636 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][NH:6][C:7]1[C:12]([NH:13][C:14](=O)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])=[CH:11][CH:10]=[CH:9][N:8]=1)[CH3:2].[O-][Si]([O-])=O.[Mg+2]>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][N:6]1[C:7]2=[N:8][CH:9]=[CH:10][CH:11]=[C:12]2[N:13]=[C:14]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21])[CH3:2]

Participants

4

Reactant 2

HCID 61680MAGNESIUM SILICATE (synthetic)HCID 14390492HCID 14390492, compound

Product 1

HCID 15617186HCID 15617186, compoundYield 11%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Solid N-[3-[(2-chlorobenzoyl)amino]-2-pyridinyl]glycine ethyl ester, 15.0 g (0.045 mole) was heated in a Wood's metal bath at 210°-20° C. for 9 minutes. The residue was dissolved in methylene chloride, treated with Florisil® (90 g), and filtered. The filtrate was treated with decolorizing charcoal and filtered through a Celite pad to give a yellow filtrate. The filtrate was evaporated to an oil, which crystallized upon standing. The solid (3.0 g) was recrystallized from petroleum ether-tetrahydrofuran (minimum) by cooling in a freezer overnight. The solid was collected, washed with petroleum ether-tetrahydrofuran and dried under high vacuum at room temperature to give 1.62 g (11%) of title compound, mp 64°-66° C.

Workup

  1. filtrationfiltered
  2. additionThe filtrate was treated with decolorizing charcoal
  3. filtrationfiltered through a Celite pad
  4. customto give a yellow filtrate
  5. customThe filtrate was evaporated to an oil, which
  6. customcrystallized
  7. customThe solid (3.0 g) was recrystallized from petroleum ether-tetrahydrofuran (minimum)
  8. temperatureby cooling in a freezer overnight
  9. customThe solid was collected
  10. washwashed with petroleum ether-tetrahydrofuran
  11. customdried under high vacuum at room temperature

Sources & evidence

ORD record
ord-d92c1e678b0b47deb619b13fadc197d2
Source dataset
uspto-grants-1989_10
Patent number
US04873251

Reaction notes

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