2,4-Dichloro-6-methoxy-3,5-triazine → HCID 20337591, compound

HRID 1706245Notes

Reaction equation

HRID 1706245 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([Cl:9])[N:6]=[C:5](Cl)[N:4]=1.C([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=C.[CH:20](N(CC)C(C)C)(C)[CH3:21]>CC(C)=O>[CH3:1][O:2][C:3]1[N:4]=[C:5]([NH:13][C:14]2[CH:15]=[CH:16][C:17]([CH:20]=[CH2:21])=[CH:18][CH:19]=2)[N:6]=[C:7]([Cl:9])[N:8]=1

Participants

5

Reactant 3

HCID 192672,4-Dichloro-6-methoxy-3,5-triazineHCID 81531DiisopropylethylamineHCID 6852359N-ethenylaniline

Product 1

HCID 20337591HCID 20337591, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 16.4 g (0.1 mole) 2-methoxy-4,6-dichloro-s-triazine in 150 ml of acetone being stirred at 0°-5° C. was added dropwise over a 1/2 hr. period a solution of 11.9 g (0.1 mole) of vinylaniline and 12.9 g (0.1 mole) of N,N-di-iso-propylethylamine. After stirring at room temperature for 2 hr., the solution was poured into 1 l of ice water to isolate the product. The crude product was collected by filtration and dried in vacuo at room temperature to give 24.9 g. Recrystallization was effected by dissolution in 75 ml. of hot benzene followed by addition of ligroin to the cloud point. Yield=20.5 g (78%) (mp 118°-122°).

Workup

  1. additionwas added dropwise over a 1/2 hr
  2. customto isolate the product
  3. filtrationThe crude product was collected by filtration
  4. customdried in vacuo at room temperature
  5. customto give 24.9 g
  6. customRecrystallization
  7. dissolutionwas effected by dissolution in 75 ml
  8. additionof hot benzene followed by addition of ligroin to the cloud point

Sources & evidence

ORD record
ord-e5d9ff4cbdc94a549591edfe7f3d6678
Source dataset
uspto-grants-1980_06
Patent number
US04206279

Reaction notes

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