HCID 2737382, compound → 1'-[(2E)-3-(2-chlorophenyl)prop-2-enoyl]spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

HRID 1665296Notes

Reaction equation

HRID 1665296 reaction equation
[NH:1]1[CH2:6][CH2:5][C:4]2([O:11][C:10]3[C:12]4[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=3[S:8][CH2:7]2)=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH2:3][CH2:2]1.[Cl:22][C:23]1[CH:33]=[CH:32][CH:31]=[CH:30][C:24]=1[CH:25]=[CH:26][C:27](Cl)=[O:28]>>[Cl:22][C:23]1[CH:33]=[CH:32][CH:31]=[CH:30][C:24]=1/[CH:25]=[CH:26]/[C:27]([N:1]1[CH2:2][CH2:3][C:4]2([O:11][C:10]3[C:12]4[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=3[S:8][CH2:7]2)=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH2:5][CH2:6]1)=[O:28]

Participants

3

Reactant 2

HCID 2737382HCID 2737382, compoundHCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 576618651'-[(2E)-3-(2-chlorophenyl)prop-2-enoyl]spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Procedure

Compound 61 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 2-chlorocinnamoyl chloride and conditions outlined in procedure N. M.p.=110-115° C.; 300 MHz 1H NMR (DMSO) δ 8.0-7.75 (m, 5H), 7.6-7.4 (m, 3H), 7.4-7.25 (m, 1H), 7.2-7.1 (m, 1H), 4.5-4.35 (m, 1H), 3.45-3.05 (m, 5H), 2.25-1.7 (m, 4H); LCMS: 466 [M+H].

Sources & evidence

ORD record
ord-399439f99fad4d5faddec38c28161904
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

Loading…