Ammonia → HCID 11632711, compound

HRID 11329Notes

Reaction equation

HRID 11329 reaction equation
[C:1]1([C:7]2[S:8][C:9]([C:12](=O)[CH3:13])=[CH:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:15][C:16]1[N:17]=[C:18]([C:24]2S[CH:26]=[CH:27][CH:28]=2)S[C:20]=1[C:21](=O)[CH3:22].[NH3:29]>>[CH3:15][C@@H:16]1[CH2:20][CH2:21][CH2:22][N:17]1[CH2:18][CH2:24][C:28]1[CH:2]=[C:1]2[C:7](=[CH:26][CH:27]=1)[N:29]=[C:12]([C:9]1[S:8][C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[N:11][CH:10]=1)[CH:13]=[CH:6]2

Participants

4

Reactant 3

HCID 222AmmoniaHCID 6089961-(2-Phenyl-1,3-thiazol-5-yl)ethan-1-oneHCID 27442451-[4-Methyl-2-(2-thienyl)-1,3-thiazol-5-yl]-1-ethanone

Product 1

HCID 11632711HCID 11632711, compound

Procedure

The title compound was prepared using the procedure described in Example 1G substituting 1-(2-phenyl-thiazol-5-yl)-ethanone (Arcadi, A., et al. Eur. J. Org. Chem. 1999, 11, p. 3117-3126) for 1-(4-methyl-2-thiophen-2-yl-thiazol-5-yl)-ethanone. 1H NMR (300 MHz, CDCl3) δ 1.13 (d, J=6.10 Hz, 3H), 1.46 (m, 1H), 1.78 (m, 2H), 1.95 (m, 1H), 2.24 (q, J=8.82 Hz, 1H), 2.39 (m, 2H), 3.01 (m, 2H), 3.13 (m, 1H), 3.29 (td, J=8.48, 2.71 Hz, 1H), 7.47 (m, 3H), 7.61 (m, 2H), 7.81 (d, J=8.48 Hz, 1H), 8.03 (m, 3H), 8.12 (d, J=8.48 Hz, 1H), 8.38 (s, 1H); MS (DCI-NH3) [M+H]+ at 400.

Sources & evidence

ORD record
ord-6f7702eb948c4c2facbd472fb7cfe693
Source dataset
uspto-grants-2006_08
Patent number
US07098222B2

Reaction notes

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