Benzoyl chloride, 3-nitro- → HCID 57662003, compound

HRID 1665291Notes

Reaction equation

HRID 1665291 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.[N+:22]([C:25]1[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=1)[C:28](Cl)=[O:29])([O-:24])=[O:23]>>[N+:22]([C:25]1[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=1)[C:28]([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-:24])=[O:23]

Participants

3

Reactant 2

HCID 8495Benzoyl chloride, 3-nitro-HCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 57662003HCID 57662003, compound

Procedure

Compound 56 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 3-nitrobenzoyl chloride and conditions outlined in procedure N. M.p.=160-162° C.; 300 MHz 1H NMR (DMSO-d6) δ 8.30 (m, 2H), 7.92 (m, 3H), 7.77 (t, 2H), 760 (m, 1H), 4.40 (m, 1H), 3.52 (brm, 2H), 3.24 (m, 1H), 3.12 (s, 2H), 2.08 (m, 1H), 1.90 (m, 3H); LCMS: 451 [M+H].

Sources & evidence

ORD record
ord-c22d77a4756642319d5a035e25e902bd
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

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