Water → Eniporide

HRID 1058141Notes

Reaction equation

HRID 1058141 reaction equation
[NH2:1][C:2]([NH2:4])=[NH:3].[CH3:5][C:6]1[CH:15]=[C:14]([N:16]2[CH:20]=[CH:19][CH:18]=[CH:17]2)[C:13]([S:21]([CH3:24])(=[O:23])=[O:22])=[CH:12][C:7]=1[C:8](OC)=[O:9].O>CO>[NH2:3][C:2]([NH2:4])=[N:1][C:8](=[O:9])[C:7]1[CH:12]=[C:13]([S:21]([CH3:24])(=[O:23])=[O:22])[C:14]([N:16]2[CH:20]=[CH:19][CH:18]=[CH:17]2)=[CH:15][C:6]=1[CH3:5]

Participants

5

Reactant 3

HCID 962WaterHCID 3520GuanidineHCID 10780055HCID 10780055, compound

Product 1

HCID 6433092EniporideYield 66%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 694 g of guanidine and 310 g of methyl 2-methyl-4-(1-pyrrolyl)-5-methylsulfonylbenzoate in 3 l of methanol is stirred for 3 h at 50°. Then, water is added to the reaction mixture, and the crude product which forms as a result is filtered off and recrystallized from methanol. This gives N-diaminomethylene-2-methyl-4-(1-pyrrolyl)-5-methylsulfonylbenzamide in a yield of 66%.

Workup

  1. filtrationis filtered off
  2. customrecrystallized from methanol

Sources & evidence

ORD record
ord-020ebfcc3f8d4bfeacf2ab4930a6faed
Source dataset
uspto-grants-2003_02
Patent number
US06515143B2

Reaction notes

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