Imidazole → HCID 86739996, compound

HRID 2164776Notes

Reaction equation

HRID 2164776 reaction equation
S(Cl)(Cl)=O.[NH:5]1[CH:9]=[CH:8][N:7]=[CH:6]1.[CH3:10][N:11]1[C:17](=[O:18])[C:16]2[CH:19]=[CH:20][CH:21]=[CH:22][C:15]=2[N:14]2[CH:23]=[N:24][C:25]([C:26]([OH:28])=[O:27])=[C:13]2[CH2:12]1.O>O1CCCC1.CN(C)C=O>[N-:5]1[CH:9]=[CH:8][N:7]=[CH:6]1.[CH3:10][N:11]1[C:17](=[O:18])[C:16]2[CH:19]=[CH:20][CH:21]=[CH:22][C:15]=2[N:14]2[CH:23]=[N:24][C:25]([C:26]([OH:28])=[O:27])=[C:13]2[CH2:12]1

Participants

7

Reactant 4

HCID 795ImidazoleHCID 962WaterHCID 24386Thionyl ChlorideHCID 103326765-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid

Product 1

HCID 86739996HCID 86739996, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 1.8 ml thionyl chloride in 25 ml of dry tetrahydrofuran (THF) was added dropwise to a solution of 6.8 g imidazole in 75 ml dry THF. After stirring for 1 hour, the reaction mixture was filtered and the filtrate was added dropwise to 0.0125 mole of dry 5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid in 100 ml dry dimethyl formamide. The reaction mixture was left overnight at room temperature with exclusion of water.

Workup

  1. filtrationthe reaction mixture was filtered

Sources & evidence

ORD record
ord-60a9164db1bb4357b52c65beef772a1c
Source dataset
uspto-grants-1985_03
Patent number
US04507313

Reaction notes

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