Riluzole → HCID 58397824, compound

HRID 410954Notes

Reaction equation

HRID 410954 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:10](=[O:12])[CH3:11])[CH:5]=[CH:6][C:7]=1[NH:8][CH3:9].[NH2:13][C:14]1[S:15][C:16]2[CH:22]=[C:21]([O:23][C:24]([F:27])([F:26])[F:25])[CH:20]=[CH:19][C:17]=2[N:18]=1.[C:28](N1C=CN=C1)(N1C=CN=C1)=S>C(Cl)CCl>[CH3:9][N:8]1[C:7]2[CH:6]=[CH:5][C:4]([C:10](=[O:12])[CH3:11])=[CH:3][C:2]=2[N:1]=[C:28]1[NH:13][C:14]1[S:15][C:16]2[CH:22]=[C:21]([O:23][C:24]([F:27])([F:25])[F:26])[CH:20]=[CH:19][C:17]=2[N:18]=1

Participants

5

Reactant 3

HCID 5070RiluzoleHCID 802641,1'-ThiocarbonyldiimidazoleHCID 27797691-[3-Amino-4-(methylamino)phenyl]ethan-1-one

Product 1

HCID 58397824HCID 58397824, compoundYield 68.8%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

1-[1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazol-5-yl]-ethanone (69 mg) was prepared by following General Procedure D starting from 1-(3-amino-4-methylamino-phenyl)-ethanone (41 mg), 2-amino-6-(trifluoromethoxy)-benzothiazole (59 mg), 1,1′-thiocarbonyldiimidazole (44 mg), and EDC (48 mg). LC/MS: m/z 408.

Sources & evidence

ORD record
ord-3154ff0b848041b9a373afa573323f65
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Reaction notes

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