Benzene → N-(2-cyanoethyl)-2,2-bisfluoromethyl-6-trifluoromethyl-2H-1-benzopyran-4-carbothioamide

HRID 264826Notes

Reaction equation

[C:1]([CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:13]2[CH:14]=[C:15]([C:18]([F:21])([F:20])[F:19])[CH:16]=[CH:17][C:12]=2[O:11][C:10]([CH2:24][F:25])([CH2:22][F:23])[CH:9]=1)=O)#[N:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:35])=CC=1.C1C=CC=CC=1>C(Cl)Cl>[C:1]([CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:13]2[CH:14]=[C:15]([C:18]([F:21])([F:20])[F:19])[CH:16]=[CH:17][C:12]=2[O:11][C:10]([CH2:24][F:25])([CH2:22][F:23])[CH:9]=1)=[S:35])#[N:2]

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 92 mg of N-(2-cyanoethyl)-2,2-bis-fluoromethyl-6-trifluoromethyl-2H-1-benzopyran-4-carbamide, 60 mg of Lawesson's reagent and 2 ml of benzene was heated while stirring at 80° C. for 1 hour. The reaction mixture was subjected to silica gel chromatography (an eluting solvent: methylene chloride) to obtain 50 mg of N-(2-cyanoethyl)-2,2-bisfluoromethyl-6-trifluoromethyl-2H-1-benzopyran-4-carbothioamide having a melting point of 105°-106° C.

Workup

temperaturewas heated

Sources & evidence

ORD record: ord-0ed9b22605354171ba86d4ac8fc1e6ea
Source dataset: uspto-grants-1997_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05646310

Reaction notes

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