N-(3-acetamido-5-aminophenyl)acetamide → HCID 178474334, compound

HRID 1704705Notes

Reaction equation

HRID 1704705 reaction equation
[C:1]([C:4]1[C:5](=[O:15])[O:6][C:7]([OH:14])=[C:8]([C:11](=[O:13])[CH3:12])[C:9]=1[OH:10])(=O)[CH3:2].[C:16]([NH:19][C:20]1[CH:21]=[C:22]([CH:24]=[C:25]([NH:27][C:28](=[O:30])[CH3:29])[CH:26]=1)[NH2:23])(=[O:18])[CH3:17]>CO>[C:11]([C:8]1[C:7](=[O:14])[O:6][C:5](=[O:15])[C:4](=[C:1]([NH:23][C:22]2[CH:24]=[C:25]([NH:27][C:28](=[O:30])[CH3:29])[CH:26]=[C:20]([NH:19][C:16](=[O:18])[CH3:17])[CH:21]=2)[CH3:2])[C:9]=1[OH:10])(=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 307992N-(3-acetamido-5-aminophenyl)acetamideHCID 1354659693,5-Diacetyl-2,6-dihydroxy-4h-pyran-4-one

Product 1

HCID 178474334HCID 178474334, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a refluxing mixture of 0.96 g. (0.0045 mol) of 3,5-diacetyl-4,6-dihydroxy-2H-pyran-2-one in 35 ml. of methanol was added a solution of 1 g. (0.0045 mol) of 3,5-bis-acetamidoaniline (prepared as above) in 15 ml. of methanol. After three hours at reflux, the reaction mixture was cooled and filtered to yield 5-acetyl-4-hydroxy-3-[1-(3,5-bis-acetamidophenylamino)ethylidene]-2H-pyran-2,6(3H)-dione, m.p. 265°-267° C. (dec.).

Workup

  1. additionTo a refluxing mixture of 0.96 g
  2. temperatureAfter three hours at reflux
  3. temperaturethe reaction mixture was cooled
  4. filtrationfiltered

Sources & evidence

ORD record
ord-61d695e91f074f979113050dd2a8312c
Source dataset
uspto-grants-1978_11
Patent number
US04127646

Reaction notes

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