Triethylamine → HCID 178467274, compound

HRID 437973Notes

Reaction equation

HRID 437973 reaction equation
Cl.[C:2]([O:5][C:6]1[CH:12]=[CH:11][C:9]([NH2:10])=[CH:8][CH:7]=1)(=[O:4])[NH2:3].C(N(CC)CC)C.[C:20]([C:23]1[C:24](=[O:34])[O:25][C:26]([OH:33])=[C:27]([C:30](=O)[CH3:31])[C:28]=1[OH:29])(=[O:22])[CH3:21]>CO>[C:20]([C:23]1[C:24](=[O:34])[O:25][C:26](=[O:33])[C:27](=[C:30]([NH:10][C:9]2[CH:11]=[CH:12][C:6]([O:5][C:2](=[O:4])[NH2:3])=[CH:7][CH:8]=2)[CH3:31])[C:28]=1[OH:29])(=[O:22])[CH3:21]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21427567HCID 21427567, compoundHCID 1354659693,5-Diacetyl-2,6-dihydroxy-4h-pyran-4-one

Product 1

HCID 178467274HCID 178467274, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 1.88 g. (0.01 m.) of p-carbamoyloxyaniline hydrochloride and 1.0 g. (0.01 m.) of triethylamine in 50 ml. of methanol is added to a hot solution of 2.21 g. (0.01 m.) of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one in 150 ml. of methanol. The resulting mixture is refluxed for two hours, cooled and the filtered solid recrystallized to give 5-acetyl-3-[1-(p-carbamoyloxyphenylamino)ethylidene]-4-hydroxy-2H-pyran-2,6(3H)-dione, m.p. 213°-215° C.

Workup

  1. temperatureThe resulting mixture is refluxed for two hours
  2. temperaturecooled
  3. customthe filtered solid recrystallized

Sources & evidence

ORD record
ord-efff9dea14d847908331874c591f2a4c
Source dataset
uspto-grants-1977_06
Patent number
US04032652

Reaction notes

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