Benzo[b]thiophene-2-carbonyl Chloride → HCID 57662011, compound

HRID 1665287Notes

Reaction equation

HRID 1665287 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[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[CH:24]=[C:23]1[C:31](Cl)=[O:32]>>[S:22]1[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[CH:24]=[C:23]1[C:31]([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:32]

Participants

3

Reactant 2

HCID 142384Benzo[b]thiophene-2-carbonyl ChlorideHCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 57662011HCID 57662011, compound

Procedure

Compound 51 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 1-benzothiophene-2-carbonyl chloride and conditions outlined in procedure N. M.p.=110-112° C.; 300 MHz 1H NMR (DMSO-d6) δ 8.20 (m, 1H), 7.93 (m, 3H), 7.77 (m, 2H), 7.58 (t, 1H), 7.45 (m, 2H), 4.22 (brm, 2H), 3.41 (brm, 2H), 3.15 (s, 2H), 2.17 (m, 2H), 1.88 (m, 2H); LCMS: 462 [M+H].

Sources & evidence

ORD record
ord-5a530d922085410b889b7cd15a3ade96
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

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