Sulfuric Acid → 2-(4-Chlorophenyl)-3-benzoylaminomethyl-6-methylimidazo[1,2-a]pyridine

HRID 1906147

Reaction equation

HRID 1906147 reaction equation
O[CH2:2][NH:3][C:4](=[O:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.S(=O)(=O)(O)O.[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[N:25]=[C:26]3[CH:31]=[CH:30][C:29]([CH3:32])=[CH:28][N:27]3[CH:33]=2)=[CH:20][CH:19]=1>C(O)(=O)C>[Cl:17][C:18]1[CH:19]=[CH:20][C:21]([C:24]2[N:25]=[C:26]3[CH:31]=[CH:30][C:29]([CH3:32])=[CH:28][N:27]3[C:33]=2[CH2:2][NH:3][C:4](=[O:11])[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[CH:22][CH:23]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 80493N-(hydroxymethyl)benzamideHCID 7359112-(4-Chlorophenyl)-6-methylimidazo[1,2-a]pyridine

Product 1

HCID 135895892-(4-Chlorophenyl)-3-benzoylaminomethyl-6-methylimidazo[1,2-a]pyridine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 4.54 g (0.03 mol) of N-(hydroxymethyl)benzamide in 50 ml of glacial acetic acid, 2 g of concentrated sulphuric acid are added, and then, after 15 minutes' heating at 50° C., 4.8 g (0.02 mol) of 2-(4-chlorophenyl)-6-methylimidazo[1,2-a]pyridine are added.

Sources & evidence

ORD record
ord-f09ddaa63a2d4d9f960d9774a8536c03
Source dataset
uspto-grants-1987_03
Patent number
US04650796

Linked notes

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