Guanidine → HCID 10780494, compound

HRID 1940688Notes

Reaction equation

HRID 1940688 reaction equation
[CH3:1][C:2]1[CH:11]=[C:10]([O:12][CH2:13][CH3:14])[C:9]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:8][C:3]=1[C:4](OC)=[O:5].[NH2:19][C:20]([NH2:22])=[NH:21]>CO>[NH2:21][C:20]([NH2:22])=[N:19][C:4](=[O:5])[C:3]1[CH:8]=[C:9]([S:15]([CH3:18])(=[O:17])=[O:16])[C:10]([O:12][CH2:13][CH3:14])=[CH:11][C:2]=1[CH3:1]

Participants

4

Reactant 2

HCID 3520GuanidineHCID 15521418HCID 15521418, compound

Product 1

HCID 10780494HCID 10780494, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1.4 g of methyl 2-methyl-4-ethoxy-5-methylsulfonylbenzoate (obtainable by reaction of 2-methyl-4-chloro-5-methylsulfonylbenzoic acid with sodium ethoxide and subsequent esterification) and 1.5 g of guanidine in 50 ml of methanol is boiled for five hours and the solvent is then removed. The residue is treated with water, and the crystallizate which remains is filtered off with suction and treated with dilute sodium hydroxide solution. The solid residue is filtered off and recrystallized from ethanol, and N-diaminomethylene-2-methyl-4-ethoxy-5-methylsulfonylbenzamide is obtained, m.p. 201°-203°.

Workup

  1. customthe solvent is then removed
  2. additionThe residue is treated with water
  3. filtrationthe crystallizate which remains is filtered off with suction
  4. additiontreated with dilute sodium hydroxide solution
  5. filtrationThe solid residue is filtered off
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-c266fe0e88e848bca66a638965a056d0
Source dataset
uspto-grants-1997_12
Patent number
US05700839

Reaction notes

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