2-Propanone, 1-nitro- → HCID 15676508, compound

HRID 1656685Notes

Reaction equation

HRID 1656685 reaction equation
[C:1]1([C:7]2[S:8][C:9]3[C:15]([CH:16]=O)=[CH:14][CH:13]=[CH:12][C:10]=3[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+:18]([CH2:21][C:22](=O)[CH3:23])([O-:20])=[O:19].[NH2:25]/[C:26](/[CH3:32])=[CH:27]\[C:28]([O:30][CH3:31])=[O:29].C1CCCCC1.C(OCC)(=O)C>C(O)C>[CH3:23][C:22]1[NH:25][C:26]([CH3:32])=[C:27]([C:28]([O:30][CH3:31])=[O:29])[CH:16]([C:15]2[C:9]3[S:8][C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)=[N:11][C:10]=3[CH:12]=[CH:13][CH:14]=2)[C:21]=1[N+:18]([O-:20])=[O:19]

Participants

6

Reactant 4

HCID 662962-Propanone, 1-nitro-HCID 643918Methyl 3-aminocrotonateHCID 15676493HCID 15676493, compoundHCID 21867204Cyclohexane ethylacetate

Product 1

HCID 15676508HCID 15676508, compoundYield 25%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10 mmol of 2-phenyl-benzothiazole-7-carboxaldehyde, 10 mmol of nitroacetone and 10 mmol of methyl 3-aminocrotonate are boiled in 20 ml of ethanol overnight, the mixture is concentrated and the residue is purified on a silica gel column (cyclohexane/ethyl acetate=6:4) Yield: 25% of yellow crystals M.p.: 233° C. (dec.)

Workup

  1. concentrationthe mixture is concentrated

Sources & evidence

ORD record
ord-c5ff80194a8f46ed8239c4f7af16314b
Source dataset
uspto-grants-1993_10
Patent number
US05254692

Reaction notes

Loading…