Toluene → HCID 178443210, compound

HRID 1029340Notes

Reaction equation

HRID 1029340 reaction equation
[SH:1][C:2]1[S:3][C:4]([S:7][CH:8]2[CH2:13][C:12](=[O:14])[O:11][C:9]2=[O:10])=[N:5][N:6]=1.[CH2:15]([OH:28])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].[C:29]1([CH3:39])[CH:34]=[CH:33][C:32](S(O)(=O)=O)=[CH:31][CH:30]=1.[C:40]1(C)[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1>O>[SH:1][C:2]1[S:3][C:4]([S:7][CH:8]([CH2:13][C:12]([O:11][CH2:44][CH2:45][CH2:40][CH2:41][CH2:42][CH2:43][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:29][CH3:39])=[O:14])[C:9]([O:28][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[O:10])=[N:5][N:6]=1

Participants

6

Reactant 4

HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 82071-TridecanolHCID 178516660HCID 178516660, compound

Product 1

HCID 178443210HCID 178443210, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 99.2 grams (0.4 moles) of 2-(2-mercapto-1,3,4-thiadiazol-5-ylthio)-succinic anhydride, 160 grams (0.8 moles) of tridecyl alcohol and 0.2 grams of p-toluene sulfonic acid in 800 ml. of toluene was refluxed for 18 hours. This reaction was monitored by means of the amount of water collected in a Dean-Stark trap attached to the refluxing condenser. After distilling off the solvent, attempt was made to distill off the reaction product without success. The reaction product was a viscous oil. Its IR spectrum and elemental analysis was consistent with the proposed structure.

Workup

  1. customcollected in a Dean-Stark trap
  2. distillationAfter distilling off the solvent, attempt
  3. distillationto distill off the reaction product without success

Sources & evidence

ORD record
ord-9f8ba16edf8646ba83e8eb9c43e0c0d2
Source dataset
uspto-grants-1992_04
Patent number
US05102568

Reaction notes

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