Guanidine Hydrochloride → N-carbamimidoyl-1-methylindole-4-carboxamide;hydrochloride

HRID 1067798Notes

Reaction equation

HRID 1067798 reaction equation
[CH3:1][N:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:11]([O:13]C)=O)[C:5]=2[CH:4]=[CH:3]1.[ClH:15].[NH2:16][C:17]([NH2:19])=[NH:18].C[O-].[Na+]>CO>[ClH:15].[CH3:1][N:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:11]([NH:18][C:17]([NH2:19])=[NH:16])=[O:13])[C:5]=2[CH:4]=[CH:3]1

Participants

5

Reactant 3

HCID 5742Guanidine HydrochlorideHCID 10942334Sodium MethoxideHCID 12396110Methyl 1-methyl-1H-indole-4-carboxylate

Product 1

HCID 178478911N-carbamimidoyl-1-methylindole-4-carboxamide;hydrochlorideYield 66.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The reaction was carried out in a manner similar to Example 1 except for using 0.85 g (4.49 mmol) of methyl 1-methyl-4-indolecarboxylate, 4.29 g (44.9 mmol) of guanidine hydrochloride and 50 ml of a methanol solution of 2.43 g (44.9 mmol) of sodium methoxide. Thus 0.75 g (66.1%) of 1-methyl-4-indoloylguanidine hydrochloride was obtained.

Sources & evidence

ORD record
ord-2513c74fcf0c497d809e0b4d45e8f33d
Source dataset
uspto-grants-2001_06
Patent number
US06248772B1

Reaction notes

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