Acetic Acid → HCID 22507059, compound

HRID 985450Notes

Reaction equation

HRID 985450 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-40d9aec75eba4f65bf2f5758f17a6d26
Source dataset
uspto-grants-2005_03
Patent number
US06872729B2

Reaction notes

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