HCID 86738405, compound → HCID 13770490, compound

HRID 1632207Notes

Reaction equation

HRID 1632207 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]2[CH:13]=[C:14]([CH:16]=[N:17]O)[CH:15]=[C:5]2[C:4]1=[O:19])[CH3:2].O.C(=O)([O-])[O-].[Na+].[Na+].C(OCC)(=O)C>C(OC(=O)C)(=O)C>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]2[CH:13]=[C:14]([C:16]#[N:17])[CH:15]=[C:5]2[C:4]1=[O:19])[CH3:2]

Participants

4

Reactant 2

HCID 86738405HCID 86738405, compoundHCID 86738406HCID 86738406, compound

Product 1

HCID 13770490HCID 13770490, compoundYield 77.4%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A mixture of 2.5 g (9.8 mmole) of the product of Step A in 40 ml of acetic acid anhydride was refluxed for 3 hours and was then poured into a mixture of water-sodium carbonate-ethyl acetate. The decanted organic phase was washed once with water, dried, filtered and evaporated to dryness. The residue was triturated with ether to obtain 1.8 g of 4,5-dihydro-5-ethyl-4-oxopyrrolo-[1,2-a]-quinoxaline-2-carbonitrile in the form of buff needles melting at 237°-239° C.

Workup

  1. temperaturewas refluxed for 3 hours
  2. washThe decanted organic phase was washed once with water
  3. customdried
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customThe residue was triturated with ether

Sources & evidence

ORD record
ord-45a8947473f24d01bab8530a84918abb
Source dataset
uspto-grants-1984_10
Patent number
US04474784

Reaction notes

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