Sodium Acetate → 3-Chloro-5-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one

HRID 1632776Notes

Reaction equation

HRID 1632776 reaction equation
[Cl:1][C:2]1(Cl)[C:8](=[O:9])[NH:7][C:6]2[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=2[N:4]([CH3:14])[CH2:3]1.C([O-])(=O)C.[Na+].[H][H]>[Pd].C(O)(=O)C>[Cl:1][CH:2]1[C:8](=[O:9])[NH:7][C:6]2[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=2[N:4]([CH3:14])[CH2:3]1

Participants

6

Reactant 3

HCID 517045Sodium AcetateHCID 204423473,3-Dichloro-5-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 204423493-Chloro-5-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 3.06 g of 3,3-dichloro-5-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one, 30 ml of glacial acetic acid, 2.2 g of anhydrous sodium acetate and 86 mg of 5% palladium on charcoal is hydrogenated at atmospheric pressure until the theoretical amount of hydrogen has been absorbed. The suspension is filtered through celite and the solids are washed with 5 ml of acetic acid. Concentration of the filtrate and treatment of the residue with 17 ml of water for 30 min. affords 3-chloro-5-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one.

Workup

  1. customhas been absorbed
  2. filtrationThe suspension is filtered through celite
  3. washthe solids are washed with 5 ml of acetic acid

Sources & evidence

ORD record
ord-4f5a0568973b400cbad4db70243bd638
Source dataset
uspto-grants-1984_10
Patent number
US04477464

Reaction notes

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