Potassium Bromide → HCID 67361691, compound

HRID 1951348Notes

Reaction equation

[N:1]([C:4](=[CH:10][C:11]1[C:12]2[N:13]([C:17]([Br:21])=[C:18]([CH3:20])[N:19]=2)[CH:14]=[CH:15][CH:16]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[N+]=[N-].[K+].[Br-]>>[Br:21][CH:17]1[N:13]2[CH:14]=[CH:15][C:16]3[C:11]([CH:10]=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:1]=3)=[C:12]2[N:19]=[C:18]1[CH3:20]

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 75147949HCID 75147949, compound

Product 1

HCID 67361691HCID 67361691, compound

Procedure

From 6k (yield: 98%); mp 224-226° C.; IR (KBr) 3288, 1685, 1258, 1188 cm−1; 1H NMR (400 MHz, CDCl3) δ 1.40 (t, 3H, J=7 Hz), 2.46 (s, 3H), 4.41 (q, 2H, J=7 Hz), 6.99 (d, 1H, J=7 Hz), 7.62 (s, 1H), 7.84 (d, 1H, J=7 Hz), 10.27 (brs, 1H); 13C NMR (100 MHz, CDCl3) δ 13.4, 14.3, 61.3, 93.2, 101.3, 107.4, 114.3, 121.7, 126.8, 132.8, 139.0, 141.4, 161.6; MS m/z 323 (M++2, 50), 321 (M+, 49), 277 (100), 275 (97), 168 (24). Anal. Calcd for C13H12BrN3O2: C, 48.47; H, 3.75; N, 13.04. Found: C, 48.15; H, 3.88; N, 12.97.

Sources & evidence

ORD record: ord-772658eeb5df41d6b3b2b8853b2767c3
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08404707B2

Reaction notes

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