Sodium Hydroxide → HCID 178420038, compound

HRID 1602316Notes

Reaction equation

HRID 1602316 reaction equation
[C:1]1([C:7](=O)[C:8]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH: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][N:13]=[CH:12][CH:11]=2)[NH:19]1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 2750111-Phenyl-2-pyridin-4-ylethane-1,2-dioneHCID 1785125941-(1H-benzimidazol-2-yl)guanidine

Product 1

HCID 178420038HCID 178420038, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Following the procedure of Example 1, 1 -phenyl-2-(4-pyridinyl)ethanedione (500 mg, 2.42 mmol) and 2-guanidinobenzimidazole (1.0 g, 6.0 mmol) in methanol (10 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 (45 mg, 3% yield). 1H NMR (300 MHz, d6 -DMSO) δ 11.5 (br s, NH, 1 H), 1 1.0 (br.s, NH, 1H), 10.0 (br s, NH, 1 H), 8.6 (br s, NH, 1 H), 8.4 (m, 2 H), 7.4-6.8 (m, 15H); MS (ESI) m/z 526 [M+H]+.

Sources & evidence

ORD record
ord-420b071356cf4bac80d20339523f4649
Source dataset
uspto-grants-1999_11
Patent number
US05981551

Reaction notes

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