2-Iodobenzoyl chloride → 1'-(2-Iodobenzoyl)spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

HRID 1665285Notes

Reaction equation

HRID 1665285 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.[I:22][C:23]1[CH:31]=[CH:30][CH:29]=[CH:28][C:24]=1[C:25](Cl)=[O:26]>>[I:22][C:23]1[CH:31]=[CH:30][CH:29]=[CH:28][C:24]=1[C:25]([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:26]

Participants

3

Reactant 2

HCID 691122-Iodobenzoyl chlorideHCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 576618591'-(2-Iodobenzoyl)spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Procedure

Compound 49 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 2-iodobenzoyl chloride and conditions outlined in procedure N. M.p.=165-166° C.; 300 MHz 1H NMR (DMSO-d6) δ 7.90 (m, 2H), 7.78 (t, 1H), 7.58 (m, 2H), 7.39 (m, 3H), 4.31 (dd, 2H), 3.50 (m, 1H), 3.20 (m, 1H), 3.13 (s, 2H), 2.05 (d, 2H), 1.82 (m, 2H); LCMS: 532 [M+H].

Sources & evidence

ORD record
ord-6b776e57eca540688e7c44ec195b44be
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

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