Ethylamine → HCID 12387602, compound

HRID 918469Notes

Reaction equation

HRID 918469 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:23])=[N:8][C:9]([N:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)=[C:10]([N+:13]([O-:15])=[O:14])[C:11]=1Cl)=[O:5])[CH3:2].[CH2:24]([NH2:26])[CH3:25]>C(N(CC)CC)C>[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:23])=[N:8][C:9]([N:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)=[C:10]([N+:13]([O-:15])=[O:14])[C:11]=1[NH:26][CH2:24][CH3:25])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 12387600HCID 12387600, compound

Product 1

HCID 12387602HCID 12387602, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

32.7 g. of 4-chloro-2-methyl-5-nitro-6-[(N-methyl)-piperazino]pyridine-3-carboxylic acid ethyl ester (0.1 mol.) and 12 g. of triethylamine are treated with stirring in 100 ml. of alcohol at reflux temperature with 6 g. of ethylamine for 1 hour. After this time, the solution is evaporated and dissolved in 100 ml. of ether. The precipitated triethylamine hydrochloride is filtered off and the filtrate cooled to -30°. 4-Ethylamino-2-methyl-5-nitro-6-[(N-methyl)piperazino]-pyridine-3-carboxylic acid ethyl ester precipitates, yield 73%, m.p. 59°-61° (methanol).

Workup

  1. customAfter this time, the solution is evaporated
  2. dissolutiondissolved in 100 ml
  3. filtrationThe precipitated triethylamine hydrochloride is filtered off
  4. temperaturethe filtrate cooled to -30°
  5. custom4-Ethylamino-2-methyl-5-nitro-6-[(N-methyl)piperazino]-pyridine-3-carboxylic acid ethyl ester precipitates

Sources & evidence

ORD record
ord-de4c430b065343b4b5a9cb3500e89d7d
Source dataset
uspto-grants-1976_07
Patent number
US03971801

Reaction notes

Loading…