Sodium Hydroxide → HCID 178420036, compound

HRID 1602315Notes

Reaction equation

HRID 1602315 reaction equation
[C:1]1([C:7](=O)[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:17]([C:21]1[NH:22][C:23]2[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=2[N:25]=1)[C:18]([NH2:20])=[NH:19].[OH-].[Na+]>CO.O>[N:25]1[C:24]2[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=2[NH:22][C:21]=1[N:17]=[C:18]1[NH:20][C:7]2([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[NH:20][C:18](=[N:17][C:21]3[NH:25][C:24]4[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=4[N:22]=3)[NH:19][C:8]2([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[NH:19]1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 2516011-Phenyl-2-(2-pyridyl)ethanedioneHCID 1785125941-(1H-benzimidazol-2-yl)guanidine

Product 1

HCID 178420036HCID 178420036, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Following the procedure of Example 1, 1 -phenyl-2-(2-pyridinyl)ethanedione (800 mg, 3.79 mmol) and 2-guanidinobenzimidazole (560 mg, 3.15 mmol) in methanol (20 mL) was treated with a solution of sodium hydroxide (40 mg, 1.0 mmol) in 1 mL of water. The title compound was isolated as pale yellow crystals (160 mg, 20% yield). 1H NMR (300 z, d6 -DMSO) δ 12.0 (br. s, NH, 1H) 11.5 (br s, NH, 2 H), 10.0 (br s, NH, I H), 8.6 br s, NH, 1 H), 8A1 (m, 2 H), 7.55 (t, J=6.9 Hz, 2 H), 7.30-7.10 (m, 8 H), 6.98 (dd, J=6.0, 3.1 Hz, 4 H); MS (ESI) m/z 526 [M+H+.

Sources & evidence

ORD record
ord-9e209ce38c5a4609b08e78bae59865da
Source dataset
uspto-grants-1999_11
Patent number
US05981551

Reaction notes

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