Dimethylformamide → HCID 53776628, compound

HRID 375400Notes

Reaction equation

[NH:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[CH:5]=[C:4]([CH3:17])[S:3]1.C(NCC)C.[F:23][C:24]([F:31])([F:30])[C:25]([F:29])=[C:26](F)F.CN(C)C=[O:35]>>[F:29][CH:25]([C:24]([F:31])([F:30])[F:23])[C:26]([N:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:14])[F:15])[CH:8]=2)[CH:5]=[C:4]([CH3:17])[S:3]1)=[O:35]

Participants

Reactant 4

HCID 6228Dimethylformamide

HCID 8021Diethylamine

HCID 8302Hexafluoropropylene

HCID 110215462(3H)-Thiazolimine, 5-methyl-3-[3-(trifluoromethyl)phenyl]-

Product 1

HCID 53776628HCID 53776628, compoundYield 77%

Procedure

A solution of 2-imino-3-(3-trifluoromethylphenyl)-5-methylthiazoline (1.29 g, 5.0 mmol) and diethylamine (0.51 g, 7.0 mmol) in N,N-dimethylformamide (10 ml) charged in a reaction flask was reacted with hexafluoropropene in the flask atmosphere, which was supplied from a balloon to the flask, with vigorous stirring at room temperature for 3.5 hours. After completion of the reaction, the reaction mixture was subjected to a similar post-treatment as described above, which afforded 2-(2,3,3,3-tetrafluoropropanoylimino)-3-(3-trifluoromethylphenyl)-5-methylthiazoline (1.48 g, 3.8 mmol, yield 77%).

Workup

customAfter completion of the reaction

Sources & evidence

ORD record: ord-1b32110781a64a96a32582b40437e20b
Source dataset: uspto-grants-1996_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05484933

Reaction notes

Loading…