Acetone → HCID 20536285, compound

HRID 1156038Notes

Reaction equation

HRID 1156038 reaction equation
Cl[N:2]1[CH2:7][N:6]([NH:8][CH2:9][C:10]([CH3:28])([CH3:27])[CH2:11][C:12]2[CH:17]=[C:16]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:15]([OH:22])=[C:14]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH:13]=2)[CH2:5][N:4]([NH:29][CH2:30][C:31]([CH3:49])([CH3:48])[CH2:32][C:33]2[CH:38]=[C:37]([C:39]([CH3:42])([CH3:41])[CH3:40])[C:36]([OH:43])=[C:35]([C:44]([CH3:47])([CH3:46])[CH3:45])[CH:34]=2)[CH2:3]1.[CH2:50]([SH:62])[CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH3:61].CC(C)=O.[OH-].[Na+]>O>[CH2:50]([S:62][N:2]1[CH2:7][N:6]([NH:8][CH2:9][C:10]([CH3:28])([CH3:27])[CH2:11][C:12]2[CH:17]=[C:16]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:15]([OH:22])=[C:14]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH:13]=2)[CH2:5][N:4]([NH:29][CH2:30][C:31]([CH3:49])([CH3:48])[CH2:32][C:33]2[CH:38]=[C:37]([C:39]([CH3:42])([CH3:41])[CH3:40])[C:36]([OH:43])=[C:35]([C:44]([CH3:47])([CH3:46])[CH3:45])[CH:34]=2)[CH2:3]1)[CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH3:61]

Participants

6

Reactant 4

HCID 180AcetoneHCID 81951-DodecanethiolHCID 14798Sodium HydroxideHCID 20536293HCID 20536293, compound

Product 1

HCID 20536285HCID 20536285, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10.0 g (0.014 mol) of 1-chloro-3,5-di-[3-(3,5-di-tert.butyl-4-hydroxyphenyl)-2,2-dimethylpropylamino]-s-triazine (the product of Example 64) and 2.91 g (0.044 mol) of dodecylmercaptan are initially introduced into 50 ml of acetone and 0.58 g (0.0144 mol) of sodium hydroxide, dissolved in 1 ml of water, is added at room temperature. The mixture is then heated to the point of reflux and is stirred at this temperature for 5 hours. It is then cooled, insoluble matter is filtered off and the filtrate is concentrated completely. The residue is purified through a silica gel column using toluene:methanol (98:2) as the migrating agent. The 1-dodecylmercapto-3,5-di-[3-(3,5-di-tert.butyl-4-hydroxyphenyl)-2,2-dimethylpropylamino]-s-triazine obtained in this way is produced as a yellowish resin. (Stabiliser No. 68).

Workup

  1. additionis added at room temperature
  2. temperatureThe mixture is then heated to the point
  3. temperatureof reflux
  4. temperatureIt is then cooled
  5. filtrationinsoluble matter is filtered off
  6. concentrationthe filtrate is concentrated completely
  7. customThe residue is purified through a silica gel column

Sources & evidence

ORD record
ord-322be3ebb30f45aba525c86cb6d491aa
Source dataset
uspto-grants-1982_06
Patent number
US04333868

Reaction notes

Loading…