Sulfuric Acid → HCID 178496999, compound

HRID 1898346Notes

Reaction equation

HRID 1898346 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:9][C:10]1[NH:14][C:13]2[CH:15]=[C:16]([OH:23])[C:17]([C:19]([O:21][CH3:22])=[O:20])=[CH:18][C:12]=2[N:11]=1.OS(O)(=O)=O.[N+:29]([O-])([O-:31])=[O:30].[K+]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:9][C:10]1[NH:14][C:13]2[C:15]([N+:29]([O-:31])=[O:30])=[C:16]([OH:23])[C:17]([C:19]([O:21][CH3:22])=[O:20])=[CH:18][C:12]=2[N:11]=1

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 24434Potassium NitrateHCID 178496997HCID 178496997, compound

Product 1

HCID 178496999HCID 178496999, compoundYield 78%

Procedure

The title compound was prepared following the procedure described for step-3 of intermediate-55 using methyl 2-[(2-chloro-6-fluorophenyl)amino]-6-hydroxy-1H-benzimidazole-5-carboxylate (0.380 g, 1.134 mmol), conc. H2SO4 (1.2 mL) and KNO3 (0.109 g, 1.077 mmol) to afford 0.320 g of the desired product. 1HNMR (DMSO-d6): δ 3.92 (s, 3H), 7.40-7.47 (m, 3H), 7.72 (s, 1H), 9.98 (m, 1H), 11.00-12.00 (s, 2H); MS [M+H]+: 381.03.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-84f77f84f45f49fcad90f3abdfc86720
Source dataset
uspto-grants-2013_08
Patent number
US08519149B2

Reaction notes

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