Methanol → HCID 14366096, compound
Reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[O:10])=[CH:4][C:3]=1[N:11]=[C:12]=[O:13].CCCCC(C(O[Sn](O[C:34](C(CCCC)CC)=[O:35])(CCCC)CCCC)=O)CC.[CH3:43][N:44]([CH3:49])[C:45]([S:47][NH2:48])=[S:46].CO>C1(C)C=CC=CC=1>[CH3:43][N:44]([CH3:49])[C:45]([S:47][NH:48][C:9]([NH:8][C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[C:3]([NH:11][C:12]([O:35][CH3:34])=[O:13])[CH:4]=1)=[O:10])=[S:46]Participants
Conditions
- Temperature
- 75 °C
Procedure
Toluene-2,4-diisocyanate (17.9 g, 0.10 mole) and dibutyltin di-2-ethylhexanoate (0.20 g) were dissolved in toluene (100 ml). The solution was heated to 75° C., and then a solution of S-(di-methylthiocarbamyl)sulfenamide (13.6 g, 0.10 mole) in toluene (200 ml) was added slowly, with constant stirring, over a period of 45 minutes. When the addition was complete, the mixture was maintained at 70°-80° C. and stirred for an additional hour. Then anhydrous methanol (15 ml) was added. The slurry was stirred and maintained at 70°-80° C. for one more hour. The slurry was cooled to room temperature and filtered. The white powdery product was dried at 60° C. Yield 30.5 g, 89.2%, mp 180°-185° C. IR and NMR spectra were consistent with the assigned structure.
Workup
- additionWhen the addition
- temperaturethe mixture was maintained at 70°-80° C.
- stirringThe slurry was stirred
- temperaturemaintained at 70°-80° C. for one more hour
- temperatureThe slurry was cooled to room temperature
- filtrationfiltered
- customThe white powdery product was dried at 60° C
Sources & evidence
- ORD record
- ord-e6d398324fa64032b019f5f1103dc8f9
- Source dataset
- uspto-grants-1986_12
- Patent number
- US04631316
Reaction notes
Loading…