2-Benzimidazolecarboxylic acid → HCID 57661918, compound

HRID 1665307Notes

Reaction equation

HRID 1665307 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.[NH:22]1[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[N:24]=[C:23]1[C:31](O)=[O:32]>>[NH:22]1[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[N: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 2332402-Benzimidazolecarboxylic acidHCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 57661918HCID 57661918, compound

Procedure

Compound 74 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 1H-benzimidazole-2-carboxylic acid and conditions outlined in procedure O. M.p.=266-268° C.; 400 MHz 1H NMR (DMSO-d6) δ: 13.17 (s, 1H), 7.92 (m, 2H), 7.76 (m, 2H), 7.56 (m, 2H), 7.24-7.35 (m, 2H), 5.46 (d, 1H), 4.48 (d, 1H), 3.82 (t, 0H), 3.33 (m, 1H), 3.18 (d, 2H), 2.17 (m, 2H), 1.85-2.04 (m, 2H); LCMS=446 [M+H].

Sources & evidence

ORD record
ord-84cf142c67dc41aa9e1f205f0f988309
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

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