Pyrrolidine → 4-(4-Chlorophenyl)-6-(pyrrolidin-1-yl)-1,3,5-triazin-2-amine

HRID 1649074Notes

Reaction equation

HRID 1649074 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](Cl)[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[N:3]=1.[NH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1>O1CCOCC1>[NH2:1][C:2]1[N:7]=[C:6]([N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[N:3]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 35252HCID 35252, compound

Product 1

HCID 131383024-(4-Chlorophenyl)-6-(pyrrolidin-1-yl)-1,3,5-triazin-2-amineYield 91.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-Amino-4-chloro-6-(4-chlorophenyl)-s-triazine (melting point 273° to 275° C.) (2.12 grams) and 2.5 grams of pyrrolidine were dissolved in 20 milliliters of dioxane, the mixture was heated to reflux for two hours with stirring, the reaction solution was evaporated to dryness in vacuo, diluted aqueous solution of sodium hydroxide was added to the residue, insoluble matters were collected by filtration, and washed with isopropyl alcohol to give 2.21 grams of 2-amino-4-pyrrolidino-6-(4-chlorophenyl)-s-triazine, melting point 217° to 219° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for two hours
  3. customthe reaction solution was evaporated to dryness in vacuo, diluted aqueous solution of sodium hydroxide
  4. additionwas added to the residue, insoluble matters
  5. filtrationwere collected by filtration
  6. washwashed with isopropyl alcohol

Sources & evidence

ORD record
ord-a1d3c3a053cd4264ae08a49895a92783
Source dataset
uspto-grants-1983_11
Patent number
US04415570

Reaction notes

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