2-Thiophenethiol → HCID 67027626, compound

HRID 455100Notes

Reaction equation

Cl.Cl[CH2:3][C:4]1[N:8]2[CH:9]=[C:10]([CH3:13])[CH:11]=[CH:12][C:7]2=[N:6][C:5]=1[C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1.[S:21]1[CH:25]=[CH:24][CH:23]=[C:22]1[SH:26]>>[CH3:13][C:10]1[CH:11]=[CH:12][C:7]2[N:8]([C:4]([CH2:3][S:26][C:22]3[S:21][CH:25]=[CH:24][CH:23]=3)=[C:5]([C:14]3[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=3)[N:6]=2)[CH:9]=1

Participants

Reactant 2

HCID 5226742-Thiophenethiol

HCID 670287243-(Chloromethyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridine hydrochloride

Product 1

HCID 67027626HCID 67027626, compound

Procedure

The title compound was prepared according to Method A and the experimentals described for compound 139 from 3-(chloromethyl)-6-methyl-2-p-tolylimidazo[1,2-a]pyridine hydrochloride and thiophene-2-thiol. m/e+ 351 for C20H19N2S2 [M+H]+; 1H-NMR (400 MHz, CDCl3) δ 7.75 (s, 1H), 7.53 (s, 1H), 7.50 (d, J=8.0 Hz, 2H), 7.29 (dd, J=1.1, 5.1 Hz, 1H), 7.20 (d, J=8.0 Hz, 2H), 7.04 (dd, J=1.4, 9.1 Hz, 1H), 6.95 (dd, J=1.1, 3.6 Hz, 1H), 6.87 (dd, J=3.6, 5.5 Hz, 1H), 4.40 (s, 2H), 2.37 (s, 3H), 2.33 (s, 3H) ppm; 13C-NMR (100 MHz, CDCl3, δ) 145.528, 144.436, 137.718, 135.777, 132.167, 131.485, 131.098, 129.437, 128.391, 128.057, 127.944, 122.074, 121.711, 117.032, 114.621, 33.849, 21.527, 18.699 ppm.

Sources & evidence

ORD record: ord-629d316618bc4b19872fc79b7b398af4
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08497278B2

Reaction notes

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