1-Octanethiol → HCID 21312513, compound

HRID 971910Notes

Reaction equation

HRID 971910 reaction equation
[Na].[CH2:2]([SH:10])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[C:11]([C:15]1[CH:16]=[C:17]([CH:37]=[C:38]([CH3:41])[C:39]=1[OH:40])[NH:18][C:19]1[N:24]=[C:23]([NH:25][CH:26]2[CH2:31][C:30]([CH3:33])([CH3:32])[NH:29][C:28]([CH3:35])([CH3:34])[CH2:27]2)[N:22]=[C:21](Cl)[N:20]=1)([CH3:14])([CH3:13])[CH3:12]>CO>[C:11]([C:15]1[CH:16]=[C:17]([CH:37]=[C:38]([CH3:41])[C:39]=1[OH:40])[NH:18][C:19]1[N:24]=[C:23]([NH:25][CH:26]2[CH2:31][C:30]([CH3:32])([CH3:33])[NH:29][C:28]([CH3:35])([CH3:34])[CH2:27]2)[N:22]=[C:21]([S:10][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[N:20]=1)([CH3:12])([CH3:13])[CH3:14]

Participants

5

Reactant 3

HCID 81441-OctanethiolHCID 5360545Sodium2×HCID 21312534HCID 21312534, compound

Product 1

HCID 21312513HCID 21312513, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

1.15 g of sodium were dissolved in 150 ml of methanol and 7.3 g of n-octylmercaptan were added. A solution of 10.8 g of 2-(3-tert.-butyl-5-methyl-4-hydroxyanilino)-4-[(2,2,6,6-tetramethyl-piperidin-4-yl)-amino]-6-chloro-1,3,5-triazine in 200 ml of methanol was added to the resulting sodium n-octylmercaptide, whilst stirring. The reaction mixture was kept under reflux for 16 hours and then poured into 400 ml of ice water, a slightly brownish precipitate, which was filtered off, being formed. Recrystallization from ethyl acetate/hexane gives 13.9 g of almost colourless 2-(3-tert.-butyl-5-methyl-4-hydroxyanilino)-4-[(2,2,6,6-tetramethyl-piperidin-4-yl)-amino]-6-(n-octylthio)-1,3,5-triazine having a melting point of 133° C. (stabiliser 2).

Workup

  1. temperatureunder reflux for 16 hours
  2. filtrationa slightly brownish precipitate, which was filtered off
  3. custombeing formed
  4. customRecrystallization from ethyl acetate/hexane

Sources & evidence

ORD record
ord-073cb6b6ad3f4d3d8b36b2ccb91e49c3
Source dataset
uspto-grants-1979_07
Patent number
US04161592

Reaction notes

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