Potassium Carbonate → HCID 22904747, compound

HRID 1488383Notes

Reaction equation

Cl[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1.[C:13]([CH:15]([C:31]1[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][C:32]=1[Cl:38])[C:16](=[O:30])[CH:17]([S:19][C:20]1[CH:25]=[C:24]([OH:26])[CH:23]=[CH:22][C:21]=1[N+:27]([O-:29])=[O:28])[CH3:18])#[N:14].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Cl:8][C:7]1[C:2]([O:26][C:24]2[CH:23]=[CH:22][C:21]([N+:27]([O-:29])=[O:28])=[C:20]([S:19][CH:17]([CH3:18])[C:16](=[O:30])[CH:15]([C:31]3[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][C:32]=3[Cl:38])[C:13]#[N:14])[CH:25]=2)=[N:3][CH:4]=[C:5]([C:9]([F:12])([F:11])[F:10])[CH:6]=1

Participants

Conditions

Temperature: 80 °C

Procedure

2,3-Dichloro-5-trifluoromethylpyridine (1.08 g), 2.05 g of 1-cyano-1-(2,4-dichlorophenyl)-3-(5-hydroxy-2-nitrophenylthio)-2-butanone and 2.07 g of potassium carbonate were refluxed in 50 ml of acetonitrile under heat at 80° C. for 3 hours. The reaction liquid was filtered, and the filtrate was concentrated. A 10% hydrochloric acid aqueous solution was added to the residue, and the mixture was extracted with chloroform, followed by concentrating the extract. The residue was purified by silica gel chromatography to obtain 1.62 g of compound No. 148 which was a pale yellow viscous substance. The yield was 55.0%. The results of analysis of compound No. 148 are shown in Table 1.

Workup

customThe reaction liquid
filtrationwas filtered
concentrationthe filtrate was concentrated
additionA 10% hydrochloric acid aqueous solution was added to the residue
extractionthe mixture was extracted with chloroform
concentrationby concentrating the extract
customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record: ord-32532bb6814a4e90a344c07c5e0c6313
Source dataset: uspto-grants-1997_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05674811

Reaction notes

Loading…