Chloroacetone → HCID 22565513, compound

HRID 25076Notes

Reaction equation

HRID 25076 reaction equation
[CH3:1][CH:2]1[CH2:8][C:7]2[CH:9]=[C:10]3[O:15][CH2:14][O:13][C:11]3=[CH:12][C:6]=2[C:5]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=2)=[N:4][N:3]1[C:25](=[S:28])[NH:26][NH2:27].Cl[CH2:30][C:31](=O)[CH3:32]>CN(C)C=O>[CH3:1][CH:2]1[CH2:8][C:7]2[CH:9]=[C:10]3[O:15][CH2:14][O:13][C:11]3=[CH:12][C:6]=2[C:5]([C:16]2[CH:17]=[CH:18][C:19]([N+:22]([O-:24])=[O:23])=[CH:20][CH:21]=2)=[N:4][N:3]1[C:25]1[S:28][CH2:30][C:31]([CH3:32])=[N:27][N:26]=1

Participants

4

Reactant 2

HCID 6571ChloroacetoneHCID 12137411(+/-)-8-Methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine-7-carbothiohydrazide

Product 1

HCID 22565513HCID 22565513, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1.00 g (2.50 mmol) of the starting material XVIII, 20 ml of dimethylformamide and 0.57 g (6.16 mmol) of chloroacetone was stirred at room temperature for 2 h. After dilution with water the precipitated crystals were filtered off and purified by refluxing in ethyl acetate to yield 0.73 g (67%) of the title compound; Mp.: 203-204° C.

Workup

  1. filtrationAfter dilution with water the precipitated crystals were filtered off
  2. custompurified
  3. temperatureby refluxing in ethyl acetate

Sources & evidence

ORD record
ord-d491ed2a08a842f5ac686ac32ab4b803
Source dataset
uspto-grants-2005_02
Patent number
US06858605B2

Reaction notes

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