Potassium Bromide → HCID 67361626, compound

HRID 1951341Notes

Reaction equation

[N:1]([C:4](=[CH:10][C:11]1[C:12]2[N:13]([CH:17]=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:19]=2)[CH:14]=[CH:15][CH:16]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[N+]=[N-].[K+].[Br-]>>[C:20]1([C:18]2[CH2:17][N:13]3[CH:14]=[CH:15][C:16]4[C:11]([CH:10]=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:1]=4)=[C:12]3[N:19]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 75147861HCID 75147861, compound

Product 1

HCID 67361626HCID 67361626, compound

Procedure

From 6c (yield: 90%); mp 255-257° C.; IR (KBr) 3266, 1676, 1253 cm−1; 1H NMR (400 MHz, DMSO-d6) δ 1.39 (t, 3H, J=7 Hz), 4.39 (q, 2H, J=7 Hz), 7.07 (d, 1H, J=7.5 Hz), 7.32 (t, 1H, J=7.5 Hz), 7.47 (m, 3H), 7.99 (d, 2H, J=7.5 Hz), 8.31 (d, 1H, J=7.5 Hz), 8.33 (s, 1H), 12.6 (s, 1H); 13C NMR (100 MHz, DMSO-d6) δ 14.3, 60.4, 101.7, 106.7, 109.6, 113.2, 124.3, 125.2, 125.8, 127.1, 128.6, 133.2, 134.2, 141.1, 142.0, 160.5; MS m/z 305 (M+, 40), 259 (100), 102 (48). Anal. Calcd for C18H15N3O2: C, 70.81; H, 4.95; N, 13.76. Found: C, 71.02; H, 4.88; N, 13.87.

Sources & evidence

ORD record: ord-023ec246402a4d95b1f7f9895c7dfeb5
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08404707B2

Reaction notes

Loading…