4,6-Dichloro-1,3,5-trazin-2-amine → HCID 178509008, compound

HRID 1389910Notes

Reaction equation

HRID 1389910 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4](Cl)[N:3]=1.[OH-:10].[Na+]>O>[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([OH:10])[N:3]=1

Participants

4

Procedure

2-Amino-4,6-dichloro-s-triazine 16.5 g, 0.1 mol) was suspended in 250 mL of water containing sodium hydroxide (4.4 g,0.11 mol), and the mixture was stirred at room temperature for 15 h. The mixture was filtered to remove 5.0 g of unreacted starting material before the cooled (0°-5° C.), clear, colorless filtrate was neutralized (pH 6.8-7.0) with glacial acetic acid. The white solid that separated was collected, washed with cold water (5×25 mL), and dried. It was crystallized from hot water to yield 7.5 g (73.4%, based on the recovery of the starting material): mp>320° C. (lit. mp 300° C.); UVλmax (pH 1)225 nm (ε=7400); UVλmax (pH 7) 250 nm (ε=4600); UVλmax (pH 11) 247 nm (ε=3600). Anal. (C3H3CIN4O, 146.54) C, H, N.

Workup

  1. filtrationThe mixture was filtered
  2. customto remove 5.0 g
  3. temperaturecooled (0°-5° C.)
  4. customThe white solid that separated
  5. customwas collected
  6. washwashed with cold water (5×25 mL)
  7. customdried
  8. customIt was crystallized from hot water
  9. customto yield 7.5 g (73.4%

Sources & evidence

ORD record
ord-10baf79538bf4b8fab944dd955862814
Source dataset
uspto-grants-1981_01
Patent number
US04246408

Reaction notes

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