Formamide → HCID 57785904, compound

HRID 1399253Notes

Reaction equation

HRID 1399253 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:24]([O:26]C)=O)=[C:6]2[C:10]=1[N:9]=[C:8]1[N:11]([C:15]3[C:20]([CH3:21])=[CH:19][C:18]([Cl:22])=[CH:17][C:16]=3[Cl:23])[CH2:12][CH2:13][CH2:14][N:7]21.C([NH2:30])=O.C[O-].[Na+]>CN(C)C=O.[Cl-].[NH4+]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:24]([NH2:30])=[O:26])=[C:6]2[C:10]=1[N:9]=[C:8]1[N:11]([C:15]3[C:20]([CH3:21])=[CH:19][C:18]([Cl:22])=[CH:17][C:16]=3[Cl:23])[CH2:12][CH2:13][CH2:14][N:7]21

Participants

6

Reactant 3

HCID 713FormamideHCID 10942334Sodium MethoxideHCID 57786000HCID 57786000, compound

Product 1

HCID 57785904HCID 57785904, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 25517Ammonium ChlorideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of methyl 9-chloro-1-(2,4-dichloro-6-methylphenyl)-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole-6-carboxylate (1.00 g, 2.35 mmol), formamide (0.937 mL, 2.35 mmol) and sodium methoxide (28% solution in methanol, 2.4 mL) in N,N-dimethylformamide (6 mL) was stirred at 120° C. for 14 hr. The mixture was diluted with aqueous saturated ammonium chloride. The resultant precipitate was collected by filtration, washed with water and diisopropyl ether to give the title compound as a colorless solid.

Workup

  1. filtrationThe resultant precipitate was collected by filtration
  2. washwashed with water and diisopropyl ether

Sources & evidence

ORD record
ord-b9380f3e49e441faa684045d255e5d7e
Source dataset
uspto-grants-2014_12
Patent number
US08901141B2

Reaction notes

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