Diisopropylethylamine → HCID 18920131, compound

HRID 1291041Notes

Reaction equation

HRID 1291041 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[C:9]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:8][C:3]=1[C:4]([O:6]C)=O.[Cl-].[NH2:23][C:24]([NH2:26])=[NH2+:25].C(N(C(C)C)CC)(C)C>CN1CCCC1=O>[NH2:25][C:24]([NH2:26])=[N:23][C:4](=[O:6])[C:3]1[CH:8]=[C:9]([S:18]([CH3:21])(=[O:20])=[O:19])[C:10]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[CH:11][C:2]=1[NH2:1]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 5460839Carbamimidoylazanium ChlorideHCID 18920013HCID 18920013, compound

Product 1

HCID 18920131HCID 18920131, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

1.0 g of methyl 2-amino-4-(3-pyridyl)-5-methylsulfonylbenzoate [obtainable by reacting methyl 2-amino-4-bromo-5-methylsulfonylbenzoate with pyridine-3-boronic acid] is dissolved in 15 ml of 1-methylpyrrolidone and the solution is stirred for 15 min. Subsequently 0.9 g of guanidinium chloride and 2.6 ml of diisopropylethylamine are added and the mixture is stirred at room temperature for one hour. Customary workup gives N-diaminomethylene-2-amino-4-(3-pyridyl)-5-methylsulfonylbenzamide.

Workup

  1. stirringthe mixture is stirred at room temperature for one hour

Sources & evidence

ORD record
ord-d150e5f173be48779cb66fe50e92e225
Source dataset
uspto-grants-1998_05
Patent number
US05753680

Reaction notes

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