3,4-Diaminobenzimidamide hydrochloride → HCID 178498396, compound

HRID 1858024Notes

Reaction equation

HRID 1858024 reaction equation
Cl.[NH2:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[NH2:12])[C:6]([NH2:8])=[NH:7].C(ON=[CH:17][C:18]1[CH:23]=[C:22]([C:24]([O:26][CH3:27])=[O:25])[CH:21]=[CH:20][N:19]=1)C>CO>[C:6]([C:5]1[CH:9]=[CH:10][C:11]2[NH:12][C:17]([C:18]3[CH:23]=[C:22]([C:24]([O:26][CH3:27])=[O:25])[CH:21]=[CH:20][N:19]=3)=[N:2][C:3]=2[CH:4]=1)(=[NH:8])[NH2:7]

Participants

4

Reactant 2

HCID 221255323,4-Diaminobenzimidamide hydrochlorideHCID 54291349HCID 54291349, compound

Product 1

HCID 178498396HCID 178498396, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture comprising 3,4-diaminobenzamidine hydrochloride (1.16 g, 6.2 mmol), methyl 2-(C-ethoxyiminomethyl)pyridine-4-carboxylate (1.8 g, 7.4 mmol) and anhydrous methanol (6 mL) was stirred for 20 hours. The mixture was concentrated and the residue was trituated with hot methanol (5 mL). The solid was isolated and dried to provide methyl 2-(5-amidino-1H-benzimidazol-2-yl)pyridine-4-carboxylate (1.8 g, 5.1 mmol); Calculated for C15H13N5O2 : 295.3, Found (MH+): 295.7.

Workup

  1. concentrationThe mixture was concentrated
  2. customThe solid was isolated
  3. customdried

Sources & evidence

ORD record
ord-44c296785abf49bf82dc92f76039909e
Source dataset
uspto-grants-2000_11
Patent number
US06150379

Reaction notes

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