1-(2-Isopropyl-5-methylphenyl)thiourea → (1Z)-1-[3-(5-methyl-2-propan-2-ylphenyl)-4-oxo-1,3-thiazolidin-2-ylidene]-3-[2-[4-[1-[4-(trifluoromethyl)phenyl]-1,2,4-triazol-3-yl]phenyl]ethyl]urea

HRID 573835Notes

Reaction equation

FC(F)(F)C1C=CC(N2C=NC(C3C=CC(C[CH2:21][C:22](N=[N+]=[N-])=[O:23])=CC=3)=N2)=CC=1.[N:29]([CH2:32][CH2:33][C:34]1[CH:39]=[CH:38][C:37]([C:40]2[N:44]=[CH:43][N:42]([C:45]3[CH:50]=[CH:49][C:48]([C:51]([F:54])([F:53])[F:52])=[CH:47][CH:46]=3)[N:41]=2)=[CH:36][CH:35]=1)=[C:30]=[O:31].[CH:55]([C:58]1[CH:63]=[CH:62][C:61]([CH3:64])=[CH:60][C:59]=1[NH:65][C:66]([NH2:68])=[S:67])([CH3:57])[CH3:56]>>[CH:55]([C:58]1[CH:63]=[CH:62][C:61]([CH3:64])=[CH:60][C:59]=1[N:65]1[C:22](=[O:23])[CH2:21][S:67]/[C:66]/1=[N:68]\[C:30]([NH:29][CH2:32][CH2:33][C:34]1[CH:39]=[CH:38][C:37]([C:40]2[N:44]=[CH:43][N:42]([C:45]3[CH:50]=[CH:49][C:48]([C:51]([F:54])([F:53])[F:52])=[CH:47][CH:46]=3)[N:41]=2)=[CH:36][CH:35]=1)=[O:31])([CH3:57])[CH3:56]

Participants

Reactant 2

HCID 893731681-(2-Isopropyl-5-methylphenyl)thiourea

HCID 1317328373-(4-(1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propanoyl azide 3-(4-(2-isocyanatoethyl)phenyl)-1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazole

Product 1

HCID 90405254(1Z)-1-[3-(5-methyl-2-propan-2-ylphenyl)-4-oxo-1,3-thiazolidin-2-ylidene]-3-[2-[4-[1-[4-(trifluoromethyl)phenyl]-1,2,4-triazol-3-yl]phenyl]ethyl]urea

Procedure

The title compound was prepared as described in Example 35 using 3-(4-(1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propanoyl azide/3-(4-(2-isocyanatoethyl)phenyl)-1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazole (C35b) and 1-(2-isopropyl-5-methylphenyl)thiourea and isolated as a tan glassy foam (0.132 g, 46%).

Sources & evidence

ORD record: ord-63eb3030f2744b40aab326e7bbf58a88
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09029560B2

Reaction notes

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