Benzenesulfonyl chloride, 3,4-dichloro- → HCID 57661862, compound

HRID 1665308Notes

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:24]=[C:25]([S:30](Cl)(=[O:32])=[O:31])[CH:26]=[CH:27][C:28]=1[Cl:29]>>[Cl:22][C:23]1[CH:24]=[C:25]([S:30]([N:1]2[CH2:2][CH2:3][C:4]3([O:11][C:10]4[C:12]5[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=4[S:8][CH2:7]3)=[CH:16][CH:15]=[CH:14][CH:13]=5)[CH2:5][CH2:6]2)(=[O:31])=[O:32])[CH:26]=[CH:27][C:28]=1[Cl:29]

Participants

Reactant 2

HCID 7383Benzenesulfonyl chloride, 3,4-dichloro-

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

Product 1

HCID 57661862HCID 57661862, compound

Procedure

Compound 76 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 3,4-dichlorobenzenesulfonyl chloride and conditions outlined in procedure P. M.p.=275-276° C.; 400 1H NMR (DMSO-d6) δ: 8.00-7.95 (m, 2H), 7.86-7.83 (m, 1H), 7.78-7.74 (m, 1H), 7.55-7.49 (m, 1H), 7.45-7.40 (m, 1H), 7.15-7.11 (m, 1H), 3.62-3.53 (m, 2H), 3.09 (s, 2H), 2.66-2.57 (m, 2H), 2.13-2.03 (m, 2H), 1.94-1.84 (m, 2H) LCMS: 510 [M+H].

Sources & evidence

ORD record: ord-21d08e3b646a43caa06313e165a92f60
Source dataset: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08039503B2

Reaction notes

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