3-Methoxy-4-nitrophenol → HCID 59424650, compound

HRID 1261290Notes

Reaction equation

HRID 1261290 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]3[N:12]([CH3:16])[CH:13]=[CH:14][N:15]=3)[S:10][C:3]=12.FC1C=C([N+]([O-])=O)C=CC=1OC1C=CN=C2C=C(C3SC=CN=3)SC=12.[CH3:42][O:43][C:44]1[CH:45]=[C:46]([OH:53])[CH:47]=[CH:48][C:49]=1[N+:50]([O-:52])=[O:51]>>[CH3:42][O:43][C:44]1[CH:45]=[C:46]([CH:47]=[CH:48][C:49]=1[N+:50]([O-:52])=[O:51])[O:53][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]3[N:12]([CH3:16])[CH:13]=[CH:14][N:15]=3)[S:10][C:3]=12

Participants

4

Reactant 3

HCID 129005323-Methoxy-4-nitrophenolHCID 221435637-chloro-2-(1-methyl-1H-imidazol-2-yl)-thieno[3,2-b]pyridineHCID 594244257-(2-Fluoro-4-nitrophenoxy)-2-(thiazol-2-yl)thieno[3,2-b]pyridine

Product 1

HCID 59424650HCID 59424650, compoundYield 9%

Procedure

Starting from compound 214, following the procedure described above for the synthesis of compound 11 (scheme 2, step 3, example 12) but replacing 2-fluoro-4-nitrophenol with 3-methoxy-4-nitrophenol [Hodgson, C., J. Chem. Soc., 1929, 2778], title compound 215 was obtained in 9% yield. MS (m/z) 383.1 (M+H).

Sources & evidence

ORD record
ord-223698938ec84bfaa99cea9a3a5e15ed
Source dataset
uspto-grants-2013_06
Patent number
US08470850B2

Reaction notes

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