L 1215 → N-[5-(3-fluoromethoxyphenyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethoxybenzamide

HRID 1680079Notes

Reaction equation

HRID 1680079 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([NH:13][C:14](=[O:23])[C:15]3[C:20](C)=[CH:19][CH:18]=[CH:17][C:16]=3C)=[N:10][N:9]=2)=[CH:4][CH:3]=1.ClC1C=CC(C2SC(N[C:37](=[O:48])C3C(OC)=CC=CC=3OC)=NN=2)=CC=1.FC1C=CC(C2SC(N[C:62](=[O:71])C3C(C)=CC=CC=3C)=NN=2)=CC=1.F[C:73]([F:97])(F)C1C=CC(C2SC(NC(=O)C3C(C)=CC=CC=3C)=NN=2)=CC=1.FC1C=CC(C2SC(NC(=O)C3C([O:118]C)=CC=CC=3OC)=NN=2)=CC=1.FC(F)(F)C1C=C(C2SC(NC(=O)C3C(OC)=CC=CC=3OC)=NN=2)C=CC=1.O1C(C2SC(NC(=O)C3C(OC)=CC=CC=3OC)=NN=2)=CC2C=CC=CC1=2.ClC1C=C(C2SC(NC(=O)C3C(OC)=CC=CC=3OC)=NN=2)C=CC=1.FC(F)(F)C1C=C(C2SC(NC(=O)C3C(OC)=CC=CC=3OC)=NN=2)C=C(C(F)(F)F)C=1.FC(F)(F)C1C=CC(C2SC(NC(=O)C3C(OC)=CC=CC=3OC)=NN=2)=CC=1.FC1C=CC2OC(C3SC(NC(=O)C4C(OC)=CC=CC=4OC)=NN=3)=CC=2C=1.ClC1C=CC2OC(C3SC(NC(=O)C4C(OC)=CC=CC=4OC)=NN=3)=CC=2C=1.FC(F)(OC1C=CC(C2SC(NC(=O)C3C(OC)=CC=CC=3OC)=NN=2)=CC=1)C(F)(F)F>>[F:97][CH2:73][O:118][C:3]1[CH:4]=[C:5]([C:8]2[S:12][C:11]([NH:13][C:14](=[O:23])[C:15]3[C:20]([O:71][CH3:62])=[CH:19][CH:18]=[CH:17][C:16]=3[O:48][CH3:37])=[N:10][N:9]=2)[CH:6]=[CH:7][CH:2]=1

Participants

14

Reactant 13

HCID 129684L 1215HCID 1451418HCID 1451418, compoundHCID 8414150HCID 8414150, compoundHCID 12881502HCID 12881502, compoundHCID 12881505HCID 12881505, compoundHCID 12881506HCID 12881506, compoundHCID 12881507HCID 12881507, compoundHCID 12881523HCID 12881523, compoundHCID 12881526N-[5-(5-chloro-2-benzo[b]furyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethoxybenzamideHCID 12881528N-[5-(2-benzo[b]furyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethoxybenzamideHCID 12881532HCID 12881532, compoundHCID 12881534HCID 12881534, compoundHCID 12881535HCID 12881535, compound

Product 1

HCID 23458597N-[5-(3-fluoromethoxyphenyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethoxybenzamide

Procedure

The preferred compounds of this invention are N-[5-(4-chlorophenyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethylbenzamide, N-[5-(4-chlorophenyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethoxybenzamide, N-[5-(4-fluorophenyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethylbenzamide, N-[5-(4-trifluoromethylphenyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethylbenzamide, N-[5-(4-fluorophenyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethoxybenzamide, N-[5-(3-trifluoromethylphenyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethoxybenzamide, N-[5-(2-benzo[b]furyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethoxybenzamide, N-[5-(3-chlorophenyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethoxybenzamide, N-[5-[3,5-bis(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-yl]-2,6-dimethoxybenzamide, N-[5-(4-trifluoromethylphenyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethoxybenzamide, N-[5-(5-fluoro-2-benzo[b]furyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethoxybenzamide, N-[5-(5-chloro-2-benzo[b]furyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethoxybenzamide and N-[5-(4-pentafluoroethoxyphenyl)-1,3,4-thiadiazol-2-yl]-2,6-dimethoxybenzamide.

Sources & evidence

ORD record
ord-9592629ff61742829e31df4981f04cab
Source dataset
uspto-grants-1981_06
Patent number
US04271166

Reaction notes

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