HCID 19347454, compound → HCID 19347460, compound

HRID 1638175Notes

Reaction equation

HRID 1638175 reaction equation
[CH:1]1[N:9]2[C:5](=[N:6][C:7]3[CH2:13][CH2:12][CH2:11][C:10](=[O:14])[C:8]=32)[CH:4]=[CH:3][CH:2]=1.[BrH:15].[Br:16]C1C(=O)C2N3N=CN=C3SC=2CC1>>[BrH:16].[Br:15][CH:11]1[C:10](=[O:14])[C:8]2[N:9]3[CH:1]=[CH:2][CH:3]=[CH:4][C:5]3=[N:6][C:7]=2[CH2:13][CH2:12]1

Participants

3

Reactant 2

HCID 19347454HCID 19347454, compoundHCID 19347471HCID 19347471, compound

Product 1

HCID 19347460HCID 19347460, compound

Procedure

6,7-Dihydropyrido[1,2-a]benzimidazole-9 (8H)-one prepared in the above (A) was subjected to bromination in the similar manner to that of Example 1, Route 1(C) to give 8-bromo-6,7-dihydropyrido[1,2-a]benzimidazole-9(8H)-one hydrobromide. The resulting compound (17.4 g) and thiourea (6.0 g) were dissolved into absolute ethanol (200 ml), and the solution was heated to reflux for 4 hours. After completion of the reaction, the reaction mixture was cooled and filtered to give solids (10.6 g), which are dihydrobromide of the desired compound. The dihydrobromide was neutralized with 2N-potassium hydroxide in an aqueous system and recrystallized with a mixture of DMF and ethanol to give the titled compound (7.1 g, 56%).

Sources & evidence

ORD record
ord-9af1b583eed740b68bd25dc18c30df53
Source dataset
uspto-grants-2000_03
Patent number
US06043373

Reaction notes

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