5-Methyl-2-phenyl-2H-1,2,3-triazole-4-carbonyl chloride → HCID 57661988, compound

HRID 1665293Notes

Reaction equation

HRID 1665293 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.[CH3:22][C:23]1[C:24]([C:34](Cl)=[O:35])=[N:25][N:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[N:27]=1>>[CH3:22][C:23]1[C:24]([C:34]([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:35])=[N:25][N:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[N:27]=1

Participants

3

Reactant 2

HCID 27764475-Methyl-2-phenyl-2H-1,2,3-triazole-4-carbonyl chlorideHCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 57661988HCID 57661988, compound

Procedure

Compound 58 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 5-methyl-2-phenyl-2H-1,2,3-triazole-4-carbonyl chloride and conditions outlined in procedure N. M.p.=275-280° C.; 300 MHz 1H NMR (CDCl3) δ 8.07 (d, J=7.5 Hz, 1H), 7.99 (d, J=7.5 Hz, 2H), 7.80 (d, J=7.5 Hz, 1H), 7.68 (t, J=8.4 Hz, 1H), 7.48 (m, 3H), 7.37 (m, 1H), 4.65 (m, 2H), 3.67 (t, 1H), 3.39 (m 1H), 3.01 (s, 2H), 2.57 (s, 3H), 2.30 (brm, 2H), 1.96 (m, 2H); LCMS: 487 [M+H].

Sources & evidence

ORD record
ord-cebdf181d8b94bb29ad78e38e800e67b
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

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