Potassium Bromide → HCID 46205732, compound

HRID 1951330Notes

Reaction equation

[OH:1][CH2:2][C:3]1[C:4]2[N:5]([CH:9]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=3)[N:11]=2)[CH:6]=[CH:7][CH:8]=1.[K+].[Br-]>>[CH3:19][O:18][C:14]1[CH:13]=[C:12]([C:10]2[N:11]=[C:4]3[C:3]([CH:2]=[O:1])=[CH:8][CH:7]=[CH:6][N:5]3[CH:9]=2)[CH:17]=[CH:16][CH:15]=1

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 46205728HCID 46205728, compound

Product 1

HCID 46205732HCID 46205732, compoundYield 40%

Procedure

From 3d, reaction time 8 h (yield: 40%); mp 71-73° C.; IR (KBr) 1691, 1364 cm−1; 1H NMR (400 MHz, CDCl3) δ 3.90 (s, 3H), 6.89 (m, 2H), 7.34 (t, 1H, J=7 Hz), 7.53 (d, 1H, J=7 Hz), 7.58 (s, 1H), 7.76 (d, 1H, J=7 Hz), 7.90 (s, 1H), 8.29 (d, 1H, J=7 Hz); 13C NMR (100 MHz, CDCl3) δ 55.4, 108.7, 111.5, 111.8, 114.4, 118.7, 123.7, 125.6, 129.8, 130.3, 134.5, 144.5, 147.0, 160.1, 189.1. MS m/z 252 (M+, 64), 224 (100), 193 (42), 181 (18).

Sources & evidence

ORD record: ord-9f84fae54f6d439c90ed3a198d634c32
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08404707B2

Reaction notes

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