Sodium Hydroxide → HCID 69781381, compound

HRID 2253476Notes

Reaction equation

HRID 2253476 reaction equation
C[O:2][C:3](=[O:40])[C:4]1[CH:9]=[CH:8][C:7]([S:10](=[O:39])(=[O:38])[NH:11][C:12](=[O:37])[CH:13]=[CH:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:23][CH3:24])=[CH:17][CH:16]=2)=[CH:6][CH:5]=1.[OH-].[Na+]>O1CCOCC1.CO>[C:31]1([C:21]([C:18]2[CH:19]=[CH:20][C:15]([CH:14]=[CH:13][C:12]([NH:11][S:10]([C:7]3[CH:6]=[CH:5][C:4]([C:3]([OH:40])=[O:2])=[CH:9][CH:8]=3)(=[O:39])=[O:38])=[O:37])=[CH:16][CH:17]=2)=[C:22]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:23][CH3:24])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69320783HCID 69320783, compound

Product 1

HCID 69781381HCID 69781381, compound

Reagents, catalysts & solvents 1

HCID 21966525Dioxane MethanolSolvent

Procedure

Prepared by hydrolyzing 1s using 4N aq sodium hydroxide (2 eq) in 4:1 dioxane/methanol at room temperature. Yield (82%); 1H NMR (d6-DMSO) δ 13.48 (br s, 1H), 12.36 (br s, 1H), 8.10 (d, J=8.0 Hz, 2H), 8.02 (d, J=8.0 Hz, 2H), 7.39-7.07 (m, 13H), 6.84 (d, J=8.1 Hz, 2H), 6.41 (d, J=15.7 Hz, 1H), 2.35 (q, J=7.7 Hz, 2H), 0.82 (t, J=7.7 Hz, 3H); APcI m/z: 538 (M+H+).

Workup

  1. customat room temperature
  2. customYield (82%)

Sources & evidence

ORD record
ord-b4b99a1aaf9346f4beb309c36f821e4d
Source dataset
uspto-grants-2008_01
Patent number
US07323587B2

Reaction notes

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