Water → HCID 11792443, compound

HRID 1291038Notes

Reaction equation

HRID 1291038 reaction equation
[CH3:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:17][CH2:16][CH2:15][CH:14]([OH:18])[CH2:13]2)[C:9]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:8][C:3]=1[C:4](OC)=[O:5].[NH2:23][C:24]([NH2:26])=[NH:25].O>CO>[NH2:25][C:24]([NH2:26])=[N:23][C:4](=[O:5])[C:3]1[CH:8]=[C:9]([S:19]([CH3:22])(=[O:21])=[O:20])[C:10]([N:12]2[CH2:17][CH2:16][CH2:15][CH:14]([OH:18])[CH2:13]2)=[CH:11][C:2]=1[CH3:1]

Participants

5

Reactant 3

HCID 962WaterHCID 3520GuanidineHCID 10806116HCID 10806116, compound

Product 1

HCID 11792443HCID 11792443, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 4.2 g of methyl 2-methyl-4-(3-hydroxy-1-piperidyl)-5-methylsulfonylbenzoate [obtainable by reacting 3-hydroxypiperidine with 2-methyl-4-chloro-5-methylsulfonylbenzoic acid followed by esterification] and 3.89 g of guanidine in 20 ml of methanol is stirred at 50° over a period of three hours. The solution is cooled, water is added, the mixture is stirred for 1 hour and the precipitate which is formed is separated off. After recrystallization from acetone/methanol, N-diaminomethylene-2-methyl-4-(3-hydroxy-1-piperidyl)-5-methylsulfonylbenzamide is obtained, m.p. 194-196°.

Workup

  1. temperatureThe solution is cooled
  2. customthe precipitate which is formed
  3. customis separated off
  4. customAfter recrystallization from acetone/methanol

Sources & evidence

ORD record
ord-01971fa9d97742d684669129254834fa
Source dataset
uspto-grants-1998_05
Patent number
US05753680

Reaction notes

Loading…