1,2-Dichloroethane → HCID 58397466, compound

HRID 410960Notes

Reaction equation

HRID 410960 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([NH2:11])=[O:10])=[CH:4][C:3]=1[NH:12][CH3:13].[NH2:14][C:15]1[S:16][C:17]2[CH:23]=[C:22]([O:24][C:25]([F:28])([F:27])[F:26])[CH:21]=[CH:20][C:18]=2[N:19]=1.[C:29](N1C=CN=C1)(N1C=CN=C1)=S.C(Cl)CCl>CN(C=O)C>[CH3:13][N:12]1[C:3]2[CH:4]=[C:5]([CH2:8][C:9]([NH2:11])=[O:10])[CH:6]=[CH:7][C:2]=2[N:1]=[C:29]1[NH:14][C:15]1[S:16][C:17]2[CH:23]=[C:22]([O:24][C:25]([F:28])([F:26])[F:27])[CH:21]=[CH:20][C:18]=2[N:19]=1

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 5070RiluzoleHCID 802641,1'-ThiocarbonyldiimidazoleHCID 67332947HCID 67332947, compound

Product 1

HCID 58397466HCID 58397466, compoundYield 22.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-[3-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-3H-benzoimidazol-5-yl]-acetamide (240 mg) was prepared by following General Procedure D beginning with 2-(4-amino-3-methylamino-phenyl)acetamide (554 mg), 2-amino-6-(trifluoromethoxy)-benzothiazole (600.0 mg), 1,1′-thiocarbonyldiimidazole (600.0 mg), and EDC (600.0 mg) in DMF (6.0 ml). LCMS: m/z 423.

Sources & evidence

ORD record
ord-c7fe5456b5d648ac8725e2da0337f592
Source dataset
uspto-grants-2014_06
Patent number
US08759535B2

Reaction notes

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