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

HRID 573834Notes

Reaction equation

[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[CH:6][C:5]=1[NH:11][C:12]([NH2:14])=[S:13])([CH3:3])[CH3:2].C[CH:16](C(C1C=CC(C2N=CN(C3C=CC(OC(F)(F)F)=CC=3)N=2)=CC=1)C)[C:17](N=[N+]=[N-])=[O:18].[N:46]([CH:49]([CH3:74])[CH:50]([C:52]1[CH:57]=[CH:56][C:55]([C:58]2[N:62]=[CH:61][N:60]([C:63]3[CH:68]=[CH:67][C:66]([O:69][C:70]([F:73])([F:72])[F:71])=[CH:65][CH:64]=3)[N:59]=2)=[CH:54][CH:53]=1)[CH3:51])=[C:47]=[O:48]>>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[CH:6][C:5]=1[N:11]1[C:17](=[O:18])[CH2:16][S:13]/[C:12]/1=[N:14]\[C:47]([NH:46][CH:49]([CH:50]([C:52]1[CH:57]=[CH:56][C:55]([C:58]2[N:62]=[CH:61][N:60]([C:63]3[CH:68]=[CH:67][C:66]([O:69][C:70]([F:72])([F:71])[F:73])=[CH:65][CH:64]=3)[N:59]=2)=[CH:54][CH:53]=1)[CH3:51])[CH3:74])=[O:48])([CH3:3])[CH3:2]

Participants

Reactant 2

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

HCID 904061952-methyl-3-(4-(1-(4-(trifluoromethoxy) phenyl)-1H-1,2,4-triazol-3-yl)phenyl)butanoyl azide 3-(4-(3-isocyanatobutan-2-yl)phenyl)-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole

Product 1

HCID 90404241(1Z)-1-[3-(5-methyl-2-propan-2-ylphenyl)-4-oxo-1,3-thiazolidin-2-ylidene]-3-[3-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]butan-2-yl]urea

Procedure

The title compound was prepared as described in Example 35 using 1-(2-isopropyl-5-methylphenyl)thiourea and 2-methyl-3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)butanoyl azide/3-(4-(3-isocyanatobutan-2-yl)phenyl)-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole (C35a) and isolated as an off-white powder (0.146 g, 39%).

Sources & evidence

ORD record: ord-59c1829f9dd34c3ba4e6af68e031de5c
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09029560B2

Reaction notes

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