Acetic Anhydride → HCID 22097134, compound

HRID 861512Notes

Reaction equation

HRID 861512 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:19])[C:8](=[O:18])[N:9]2[CH2:12][CH:13]([CH2:16][CH3:17])[CH2:14][CH3:15])=[CH:4][CH:3]=1.[C:20](OC(=O)C)(=[O:22])[CH3:21]>C(O)(=O)C.CN(C1C=CN=CC=1)C>[C:20]([NH:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:19])[C:8](=[O:18])[N:9]2[CH2:12][CH:13]([CH2:14][CH3:15])[CH2:16][CH3:17])=[CH:4][CH:3]=1)(=[O:22])[CH3:21]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 22097127HCID 22097127, compound

Product 1

HCID 22097134HCID 22097134, compoundYield 67%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 176Acetic AcidSolvent

Procedure

29.0 g (0.111 mol) of 7-amino-1-(2-ethylbutyl)-2,3(1H,4H)-quinoxalinedione were dissolved in 200 ml of acetic acid. A spatula tip of 4-(N,N-dimethylamino)pyridine was added and then 11.4 g (0.111 mol) of acetic anhydride were added dropwise. The mixture was stirred at room temperature for 30 minutes and then poured into ice-water, and the precipitate was filtered off with suction and dried to yield 22.5 g (67%) of the product. Melting point 168°-170° C.

Workup

  1. filtrationthe precipitate was filtered off with suction
  2. customdried

Sources & evidence

ORD record
ord-791a45ea3b2540999a12db153525d2a0
Source dataset
uspto-grants-1998_02
Patent number
US05714489

Reaction notes

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