4-Nitrophenol → HCID 10295352, compound

HRID 722380Notes

Reaction equation

HRID 722380 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Cl:11][C:12]1[C:13](F)=[CH:14][C:15]2[O:20][CH:19]([C:21]([F:24])([F:23])[F:22])[C:18]([C:25]([O:27]CC)=[O:26])=[CH:17][C:16]=2[CH:30]=1>>[Cl:11][C:12]1[C:13]([O:10][C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[CH:14][C:15]2[O:20][CH:19]([C:21]([F:23])([F:22])[F:24])[C:18]([C:25]([OH:27])=[O:26])=[CH:17][C:16]=2[CH:30]=1

Participants

3

Reactant 2

HCID 9804-NitrophenolHCID 21883602ethyl 6-chloro-7-fluoro-2-(trifluoromethyl)-2H-chromene-3-carboxylate

Product 1

HCID 10295352HCID 10295352, compound

Procedure

The title compound was prepared from 4-nitrophenol and ethyl 6-chloro-7-fluoro-2-(trifluoromethyl)-2H-1-benzopyran-3-carboxylate (Example 183, Step 2) via a procedure similar to that described in Example 183, Steps 3 and 4: mp 246.4–248.3° C. 1H NMR (acetone-d6/300 MHz) 8.34 (d, 2H, J=9.3 Hz), 7.96 (s, 1H), 7.82 (s, 1H), 7.29 (d, 2H, J=9.3 Hz), 7.02 (s, 1H), 5.90 (q, 1H, J=7.0 Hz). 19F NMR (acetone-d5/282 MHz) −79.3 (d, J=7.2 Hz). ESLRMS m/z 433 (M+NH4). ESHRMS m/z 433.0463 (M+NH4, Calc'd 433.0414). Anal. Calc'd for C17H9ClF3NO6: C, 49.12; H, 2.18; N, 3.37; Cl, 8.53. Found: C, 48.94; H, 2.05; N, 3.32; Cl, 8.72.

Sources & evidence

ORD record
ord-230e7d905cd8476faeae8c2d9adcb66b
Source dataset
uspto-grants-2006_11
Patent number
US07138411B2

Reaction notes

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