Potassium Bromide → HCID 22237396, compound

HRID 1884682Notes

Reaction equation

C[O:2][C:3](=[O:27])[CH2:4][O:5][C:6]1[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:10][C:9]([N+:18]([O-:20])=[O:19])=[CH:8][C:7]=1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[K+].[Br-]>>[N+:18]([C:9]1[CH:8]=[C:7]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:6]([O:5][CH2:4][C:3]([OH:27])=[O:2])=[C:11]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:10]=1)([O-:20])=[O:19]

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 69627832HCID 69627832, compound

Product 1

HCID 22237396HCID 22237396, compound

Procedure

The title compound was prepared as a white solid (0.229 g, 86%) from (5′-nitro-[1,1′;3′,1″]terphenyl-2′-yloxy)acetic acid methyl ester using a procedure similar to step 2 of Example 36, mp 153.5-156° C.; 1H NMR (DMSO-d6) δ 3.92 (s, 2H), 7.42-7.52 (m, 6H), 7.61-7.65 (m, 4H), 8.13 (s, 2H), 12.15-13.20 (bs, 1H); IR (KBr) 3410, 3070, 2910, 2570, 1750, 1705, 1590, 1525, 1500, 1450, 1410, 1395, 1350, 1305, 1290, 1250, 1220, 1110, 1070, 910, 745, 725, and 710 cm−1; mass spectrum [EI], m/z 349 (M)+; Anal. Calcd. for C20H15NO5: C, 68.76; H, 4.33; N, 4.01, Found: C, 68.66; H, 4.33; N, 3.89.

Sources & evidence

ORD record: ord-63854cbc44c147aea85465c2e411e9ad
Source dataset: uspto-grants-2004_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06765021B2

Reaction notes

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