2-Pyridone → n,n',n''-Tris(2,4,4-trimethylpentan-2-yl)-1,3,5-triazine-2,4,6-triamine

HRID 2287153

Reaction equation

HRID 2287153 reaction equation
[CH3:1][C:2]([NH:9][C:10]1[N:15]=[C:14]([NH:16][C:17]([CH3:24])([CH2:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH3:18])[N:13]=[C:12](Cl)[N:11]=1)([CH2:4][C:5]([CH3:8])([CH3:7])[CH3:6])[CH3:3].[CH3:26][C:27]([NH2:34])([CH2:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH3:28].C1C=CNC(=O)C=1.[OH-].[Na+]>>[CH3:1][C:2]([NH:9][C:10]1[N:15]=[C:14]([NH:16][C:17]([CH3:24])([CH3:18])[CH2:19][C:20]([CH3:23])([CH3:22])[CH3:21])[N:13]=[C:12]([NH:34][C:27]([CH3:28])([CH3:26])[CH2:29][C:30]([CH3:33])([CH3:32])[CH3:31])[N:11]=1)([CH3:3])[CH2:4][C:5]([CH3:8])([CH3:7])[CH3:6]

Participants

5

Reactant 4

HCID 88712-PyridoneHCID 14798Sodium HydroxideHCID 61017tert-OctylamineHCID 64308146-Chloro-N,N'-(1,1,3,3-tetramethylbutyl)-[1,3,5]triazine-2,4-diamine

Product 1

HCID 228132n,n',n''-Tris(2,4,4-trimethylpentan-2-yl)-1,3,5-triazine-2,4,6-triamine

Procedure

A mixture of 3.7 g. (0.01 mole) of 2,4-bis(2,4,4-trimethyl-2-pentylamino)-6-chloro-s-triazine, 2.6 g. (0.02 mole) of 2,4,4-trimethyl-2-pentylamine and 2,85 g. (0.03 mole) of α-pyridone are fused and heated at the boiling point for 21/2 hours during which time the mixture turns a brown color. At the end of this period the mixture is cooled yielding a solid mass which is treated with about 10 ml. of 10% sodium hydroxide. On filtration, 4.52 g. of a beige solid is obtained m.p. 151°-156° C. Recrystallization of the beige solid from 75 ml. of hot ethanol yields 3.09 g. of colorless needles, m.p. 156°-157.5° C.

Workup

  1. additionA mixture of 3.7 g
  2. temperatureheated at the boiling point for 21/2 hours during which time the mixture
  3. temperatureAt the end of this period the mixture is cooled
  4. customyielding a solid mass which
  5. additionis treated with about 10 ml
  6. filtrationOn filtration, 4.52 g
  7. customof a beige solid is obtained m.p. 151°-156° C
  8. customRecrystallization of the beige solid from 75 ml
  9. customof hot ethanol yields 3.09 g

Sources & evidence

ORD record
ord-c40baa2c37c4479caad61878ca3a252a
Source dataset
uspto-grants-1981_05
Patent number
US04269832

Linked notes

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