2-Thiophenesulfonyl chloride → HCID 57661843, compound

HRID 1665310Notes

Reaction equation

HRID 1665310 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.[S:22]1[CH:26]=[CH:25][CH:24]=[C:23]1[S:27](Cl)(=[O:29])=[O:28]>>[S:22]1[CH:26]=[CH:25][CH:24]=[C:23]1[S: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:29])=[O:28]

Participants

3

Reactant 2

HCID 855182-Thiophenesulfonyl chlorideHCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 57661843HCID 57661843, compound

Procedure

Compound 78 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, thiophene-2-sulfonyl chloride and conditions outlined in procedure P. M.p.=245-248° C.; 400 MHz 1H NMR (CDCl3) δ: 8.02-8.05 (m, 1H), 7.70-7.67 (m, 1H), 7.61-7.59 (m, 1H), 7.48-7.44 (m, 2H), 7.27-7.22 (m, 1H), 7.22-7.18 (m, 1H), 3.79-3.72 (m, 2H), 2.94 (s, 2H), 2.91-2.84 (m, 2H), 2.26-2.18 (m, 2H), 2.02-1.91 (m, 2H); LCMS: 448 [M+H].

Sources & evidence

ORD record
ord-5c292acc8c6a4f65ab342b0cdd50284f
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

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