Phenol → HCID 13076195, compound

HRID 223406Notes

Reaction equation

HRID 223406 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH3:13])[C:8](=[O:14])[C:7]([NH:15][NH:16][C:17](=O)[CH2:18][CH2:19][CH3:20])=[N:6]2.C1(O)C=CC=CC=1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10]([N:9]([CH3:13])[C:8](=[O:14])[C:7]3[N:6]2[C:17]([CH2:18][CH2:19][CH3:20])=[N:16][N:15]=3)=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 996PhenolHCID 13076192HCID 13076192, compound

Product 1

HCID 13076195HCID 13076195, compound

Procedure

A mixture of 6-methoxy-1-methyl-3-(2'-butanoyldiazanyl)-1H-quinoxalin-2-one (10.9 g., 27.5 mmol) and phenol (27.3 g.) was heated at 180° for 3.5 hours and allowed to cool to room temperature. The mixture was diluted with 50 ml. of ether and the resulting solid collected by filtration and washed with ether. The material was recrystallized from acetonitrile, collected by filtration, and dried under high vacuum overnight to give 7.6 g. of 8-methoxy-5-methyl-1-propyl-4H-1,2,4-triazolo(4,3-a)quinoxalin-2-one, m.p. 219°-220°.

Workup

  1. temperaturewas heated at 180° for 3.5 hours
  2. additionThe mixture was diluted with 50 ml
  3. filtrationof ether and the resulting solid collected by filtration
  4. washwashed with ether
  5. customThe material was recrystallized from acetonitrile
  6. filtrationcollected by filtration
  7. customdried under high vacuum overnight
  8. customto give 7.6 g

Sources & evidence

ORD record
ord-ff6539367ffa4600bfdd2235db6176ad
Source dataset
uspto-grants-1982_10
Patent number
US04354027

Reaction notes

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