Potassium Bromide → HCID 87955138, compound

HRID 1266013Notes

Reaction equation

HRID 1266013 reaction equation
C[O:2][CH:3](OC)[C:4]1[CH:5]=[C:6]([C:10]2[N:15]3[CH2:16][CH2:17][C:18]4[NH:19][C:20](=[O:23])[CH:21]=[CH:22][C:13]([C:14]=43)=[CH:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1.[K+].[Br-]>CO.C(Cl)(Cl)Cl>[O:23]=[C:20]1[NH:19][C:18]2[CH2:17][CH2:16][N:15]3[C:10]([C:6]4[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=4)[CH:3]=[O:2])=[N:11][CH:12]=[C:13]([C:14]=23)[CH:22]=[CH:21]1

Participants

4

Reactant 2

HCID 253877Potassium BromideHCID 69701298HCID 69701298, compound

Product 1

HCID 87955138HCID 87955138, compound

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

1-(3-Dimethoxymethyl-phenyl)-8,9-dihydro-7H-2,7,9a-triaza-benzo[cd]azulen-6-one (31a) was isolated during flash silica gel column chromatography as a by-product in the form of a white solid: mp=182-185° C.; Rf=0.15 (5% MeOH/CHCl3); IR (KBr) 2361, 1653, 1458, 1091, 1046 cm−1; 1H NMR (DMSO-d6) δ 3.31 (s, 6H), 3.52-3.54 (m, 2H), 4.45-4.46 (m, 2H), 5.50 (s, 1H), 7.36 (t, 1H, J=7.8 Hz), 7.58-7.60 (m, 2H), 7.81-7.92 (m, 4H), 8.43-8.45 (m, 1H). HRMS calcd for C19H19N3O3 337.1426 (M+), found 337.1415. Anal. (C19H19N3O3) C, H, N, O.

Sources & evidence

ORD record
ord-5cddc2d9d61e416a8265f13ee0c95e05
Source dataset
uspto-grants-2003_04
Patent number
US06548494B1

Reaction notes

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