Hydrochloric Acid → 1-(2,4-Dichlorophenyl)-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole-6-carboxylic acid

HRID 1399024Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:14]2=[N:15][C:16]3[C:17](=[C:18]([C:22]([O:24]C)=[O:23])[CH:19]=[CH:20][CH:21]=3)[N:13]2[CH2:12][CH2:11][CH2:10]1.[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:14]2=[N:15][C:16]3[C:17](=[C:18]([C:22]([OH:24])=[O:23])[CH:19]=[CH:20][CH:21]=3)[N:13]2[CH2:12][CH2:11][CH2:10]1

Participants

Conditions

Temperature: 90 °C

Procedure

A mixture of methyl 1-(2,4-dichlorophenyl)-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole-6-carboxylate (Example 81; 10.0 g, 26.6 mmol), methanol (100 mL), 8.0 M aqueous sodium hydroxide (150 mL) was stirred at 90° C. for 2 hr. The mixture was acidified with 6.0 M hydrochloric acid, and the precipitate was collected by filtration, washed with water, washed with ethyl acetate to give the title compound as a colorless powder (8.47 g, 23.4 mmol, 88%).

Workup

filtrationthe precipitate was collected by filtration
washwashed with water
washwashed with ethyl acetate

Sources & evidence

ORD record: ord-e8e3b41315d448df8ebf792d7d494633
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08901141B2

Reaction notes

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