2-Amino-4,5-dimethyl-1,3-thiazole → 4,5-Dimethyl-3-(tetrahydropyran-2-ylmethyl)-1,3-thiazol-2(3H)-ylideneamine hydrobromide

HRID 1470001Notes

Reaction equation

HRID 1470001 reaction equation
[NH2:1][C:2]1[S:3][C:4]([CH3:8])=[C:5]([CH3:7])[N:6]=1.[Br:9]C[CH2:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][O:13]1>>[BrH:9].[CH3:7][C:5]1[N:6]([CH2:11][CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][O:13]2)[C:2](=[NH:1])[S:3][C:4]=1[CH3:8]

Participants

3

Reactant 2

HCID 732382-Amino-4,5-dimethyl-1,3-thiazoleHCID 127915862-(2-Bromoethyl)oxane

Product 1

HCID 668593534,5-Dimethyl-3-(tetrahydropyran-2-ylmethyl)-1,3-thiazol-2(3H)-ylideneamine hydrobromide

Procedure

A mixture of 2-amino-4,5-dimethylthiazole and 2-(bromoethyl)tetrahydro-2H-pyran were processed as described in Example 2A to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.13-1.31 (m, 1H), 1.36-1.52 (m, 3H), 1.64-1.85 (m, 2H), 2.18 (d, J=4 Hz, 6H), 3.19-3.33 (m, 1H), 3.49-3.63 (m, 1H), 3.77-3.89 (m, 1H), 3.94-4.02 (m, 2H), 9.34 (s, 2H); MS (DCI/NH3) m/z 227 (M+H)+.

Sources & evidence

ORD record
ord-5e14dea48fdc43b1b4576816797d9174
Source dataset
uspto-grants-2015_04
Patent number
US09006275B2

Reaction notes

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