Hydrochloric Acid → HCID 178519895, compound

HRID 372564Notes

Reaction equation

HRID 372564 reaction equation
C(O[C:4](=[O:11])[C:5]1[CH:10]=[CH:9][CH:8]=[N:7][CH:6]=1)C.O.[NH2:13][NH2:14].[CH:15]([C:17]1[CH:26]=[N+:25]([O-:27])[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[N+:18]=1[O-:28])=[O:16].Cl>CO.C(O)C>[C:4]([NH:13][N:14]=[C:26]1[N+:25]([O-:27])=[C:24]2[C:19]([CH:20]=[CH:21][CH:22]=[CH:23]2)=[N+:18]([O-:28])[CH:17]1[CH:15]=[O:16])(=[O:11])[C:5]1[CH:10]=[CH:9][CH:8]=[N:7][CH:6]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 69188Ethyl NicotinateHCID 178519896HCID 178519896, compound

Product 1

HCID 178519895HCID 178519895, compoundYield 85.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

7.55 g. (0.05 moles) of nicotinic acid ethyl ester are dissolved in 60 ml. of ethanol, then 2.6 g. (0.05 moles) of 96% hydrazine hydrate are dropped to the obtained solution. The reaction mixture is boiled for 2 hours, then the warm solution of 9.5 g. (0.05 moles) of 2-formyl-quinoxaline-1,4-dioxide and 1 ml. of concentrated hydrochloric acid in 140 ml. of methanol is dropped to it. The reaction mixture is allowed to cool to room temperature, then it is stirred for two hours at this temperature. The separated crystals are filtered and washed with methanol. In this way 13.2 g. (85.4%) of the title product are obtained with a melting point of 279° C.

Workup

  1. filtrationThe separated crystals are filtered
  2. washwashed with methanol

Sources & evidence

ORD record
ord-5ee9e3f4a18e4321a0d5bd9aeaf3a3f9
Source dataset
uspto-grants-1978_05
Patent number
US04091206

Reaction notes

Loading…