Potassium Bromide → HCID 19430415, compound

HRID 1951329Notes

Reaction equation

HRID 1951329 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]=[CH:14][CH:13]=3)[N:11]=2)[CH:6]=[CH:7][CH:8]=1.[K+].[Br-]>>[C:12]1([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:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 253877Potassium BromideHCID 19696491HCID 19696491, compound

Product 1

HCID 19430415HCID 19430415, compoundYield 29%

Procedure

From 3c, reaction time 18 h (yield: 29%); mp 98-100° C. (in Straub A. and al. U.S. Pat. No. 5,545,646, 1996: 96-99° C.); IR (KBr) 1699, 1542 cm−1; 1H NMR (400 MHz, CDCl3) δ 6.90 (t, 1H, J=7 Hz), 7.36 (t, 1H, J=7 Hz), 7.46 (t, 2H, J=7 Hz), 7.79 (d, 1H, J=7 Hz), 7.95 (s, 1H), 8.00 (d, 2H, J=7 Hz), 8.33 (d, 1H, J=7 Hz), 10.88 (s, 1H); 13C NMR (100 MHz, CDCl3) δ 108.5, 111.9, 123.8, 125.6, 126.4, 128.6, 128.9, 130.2, 133.2, 144.7, 147.3, 189.2; MS m/z 222 (M+, 45), 194 (100), 193 (84), 77 (30), 51 (31).

Workup

  1. custom96-99° C.

Sources & evidence

ORD record
ord-719fd71dfdf74a4e9e09629007c11a5d
Source dataset
uspto-grants-2013_03
Patent number
US08404707B2

Reaction notes

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