Thiazolidine → 3-(2-Fluoro-4-nitrophenyl)thiazolidine

HRID 1417949Notes

Reaction equation

HRID 1417949 reaction equation
[S:1]1[CH2:5][CH2:4][NH:3][CH2:2]1.[F:6][C:7]1[CH:8]=[C:9]([N+:14]([O-:16])=[O:15])[CH:10]=[CH:11][C:12]=1F.C(N(CC)C(C)C)(C)C>>[F:6][C:7]1[CH:8]=[C:9]([N+:14]([O-:16])=[O:15])[CH:10]=[CH:11][C:12]=1[N:3]1[CH2:4][CH2:5][S:1][CH2:2]1

Participants

4

Reactant 3

HCID 10444ThiazolidineHCID 81531DiisopropylethylamineHCID 1230531,2-Difluoro-4-nitrobenzene

Product 1

HCID 539389693-(2-Fluoro-4-nitrophenyl)thiazolidineYield 24%

Procedure

Using the same general procedure as step 1, of Example 1, 4.092 g (45.90 mmol) thiazolidine was treated with 4.1 mL (37.03 mmol) 3,4-difluoronitrobenzene and 10.0 mL (57.41 mmol) N,N diisopropylethyl amine to provide 2.020 g (24%) of the title compound as an orange solid. Recystallization from methylene chloride/hexane provided an analytical sample with a melting point of 94°-95° C.

Sources & evidence

ORD record
ord-4042fca26f484fc28db24196e4deb879
Source dataset
uspto-grants-1999_03
Patent number
US05880118

Reaction notes

Loading…