Sodium Hydroxide → HCID 22244967, compound

HRID 891220Notes

Reaction equation

HRID 891220 reaction equation
[Cl:1]Cl.[NH2:3][C:4]1[N:9]=[C:8](SC)[N:7]=[C:6]([C:12]([Cl:15])([CH3:14])[CH3:13])[N:5]=1.[OH-].[Na+]>C(O)(=O)C>[NH2:3][C:4]1[N:9]=[C:8]([Cl:1])[N:7]=[C:6]([C:12]([Cl:15])([CH3:14])[CH3:13])[N:5]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24526ChlorineHCID 22244966HCID 22244966, compound

Product 1

HCID 22244967HCID 22244967, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
20 °C

Procedure

Chlorine gas was passed at 20 to 25° C. into a suspension of 110 g of 2-amino-4-methylthio-6-(1-chloroisopropyl)-1,3,5-triazine in 0.75 l of glacial acetic acid (30 min). The reaction mixture was stirred for 30 min at approx. 20° C., sprayed with nitrogen gas for 1 h at room temperature, poured into 3.75 l of ice-cold aqueous solution of 260 g of sodium hydroxide and stirred for 5 min. After filtration with suction and drying, 83 g (80%) of 2-amino-4-chloro-6-(1-chloroisopropyl)-1,3,5-triazine were obtained as a white powder (m.p. 110° C.); 1H NMR (CDCl3): δ=1.9 (s, 6 H), 6.0 (s br., 2 H).

Workup

  1. waitsprayed with nitrogen gas for 1 h at room temperature
  2. stirringstirred for 5 min
  3. filtrationAfter filtration with suction
  4. customdrying

Sources & evidence

ORD record
ord-889b0c69d1df4b40b4e5bffc30821da2
Source dataset
uspto-grants-2006_02
Patent number
US07002011B1

Reaction notes

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