Acetic Acid → HCID 22507059, compound

HRID 1368847Notes

Reaction equation

HRID 1368847 reaction equation
[N+:1]([C:4]1[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:5]=1[NH:6][C:7]1[N:12]=[C:11]([O:13][CH3:14])[N:10]=[C:9]([O:15][CH3:16])[N:8]=1)([O-])=O.[C:22](O)(=O)[CH3:23]>C(OC(=O)C)(=O)C.[Fe]>[Cl:21][C:19]1[CH:18]=[CH:17][C:5]2[N:6]([C:7]3[N:12]=[C:11]([O:13][CH3:14])[N:10]=[C:9]([O:15][CH3:16])[N:8]=3)[C:22]([CH3:23])=[N:1][C:4]=2[CH:20]=1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 22507051HCID 22507051, compound

Product 1

HCID 22507059HCID 22507059, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 7918Acetic AnhydrideSolvent

Procedure

2-Nitro-4-chloro-N-(4,6-dimethoxy-[1,3,5]triazin-2-yl)aniline (0.5 g) and iron powder (0.3 g) were dissolved in acetic acid (10 ml) and acetic anhydride (5 ml), followed by reflux for 4 hours. The reaction mixture was cooled to room temperature, followed by filtration. The filtrate was concentrated under reduced pressure, water was added to the residue, and the crystals were collected by filtration, washed with water and dried. Recrystallization from ethanol was carried out to obtain 0.39 g of the desired product as white feather-like crystals (m.p. 173-176° C.)

Workup

  1. temperatureby reflux for 4 hours
  2. filtrationfollowed by filtration
  3. concentrationThe filtrate was concentrated under reduced pressure, water
  4. additionwas added to the residue
  5. filtrationthe crystals were collected by filtration
  6. washwashed with water
  7. customdried
  8. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-003895dcab2a4f1e9e32ff3fe5e61dc3
Source dataset
uspto-grants-2003_06
Patent number
US06576631B1

Reaction notes

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