1,1'-Carbonyldiimidazole → 4-Nitro-6-(trifluoromethyl)-1,3-dihydro-2H-benzimidazol-2-one

HRID 730766Notes

Reaction equation

HRID 730766 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[C:6]([NH2:14])[C:5]=1[NH2:15])([O-:3])=[O:2].[C:16](N1C=CN=C1)(N1C=CN=C1)=[O:17]>>[N+:1]([C:4]1[C:5]2[NH:15][C:16](=[O:17])[NH:14][C:6]=2[CH:7]=[C:8]([C:10]([F:11])([F:12])[F:13])[CH:9]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 50660631,2-Benzenediamine, 3-nitro-5-(trifluoromethyl)-

Product 1

HCID 116301554-Nitro-6-(trifluoromethyl)-1,3-dihydro-2H-benzimidazol-2-one

Procedure

The reaction of 3-nitro-5-(trifluoromethyl)benzene-1,2-diamine (2.2 g, 10 mmol) with 1,1′-carbonyldiimidazole (1.78 g, 11 mmol, Aldrich) under the conditions of Example 1b afforded the title compound as a yellow solid. MS (ESI, pos. ion) m/z: 248 (M+1).

Sources & evidence

ORD record
ord-a945950ee2b24cd7beae1665faf102fc
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Reaction notes

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