Dimethylformamide → 6-Nicotinoylbenzoselenazolinone

HRID 5916

Reaction equation

CN(C)C=O.[Cl-].[Al+3].[Cl-].[Cl-].[Se:10]1(=[O:19])[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[N:12]=[CH:11]1.Cl.[C:21](Cl)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[N:24][CH:23]=1>>[C:21]([C:16]1[CH:17]=[CH:18][C:13]2[N:12]=[CH:11][Se:10](=[O:19])[C:14]=2[CH:15]=1)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[N:24][CH:23]=1

Participants

Reactant 4

HCID 6228Dimethylformamide

HCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)

HCID 6451240Aluminum(III) Chloride

HCID 87879929Benzoselenazolinone

Product 1

HCID 1317181746-Nicotinoylbenzoselenazolinone

Conditions

Temperature: 45 °C

Procedure

9.9 ml (0.13 mol) of dimethylformamide are introduced dropwise and with stirring into a 250-ml flask containing 61.3 g (0.46 mol) of aluminum chloride, and the flask is fitted with a reflux condenser and heated in an oil bath to a temperature in the region of 45° C. 7.9 g (0.04 mol) of benzoselenazolinone and 10.6 g (0.06 mol) of nicotinoyl chloride hydrochloride are introduced.

Workup

customthe flask is fitted with a reflux condenser

Sources & evidence

ORD record: ord-e84ede7fe7a54153a4005eb838402408
Source dataset: uspto-grants-1993_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05246951

Linked notes

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