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Hydrazine → HCID 68635306, compound

HRID 1252369
Notes
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Reaction equation

HRID 1252369 reaction equation
[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[C:13]([O:15]CC)=O.[NH2:18][NH2:19]>C(O)C>[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[C:13]([NH:18][NH2:19])=[O:15]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 9321HydrazineHCID 534358745-Methyl-2-pyridin-3-YL-3H-imidazole-4-carboxylic acid ethyl ester

Product 1

HCID 68635306HCID 68635306, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
-10 °C

Procedure

A solution of 32 g of 5-methyl-2-(3-pyridinyl)-1H-imidazole-4-carboxylic acid, ethyl ester (prepared as described above) in ethanol was heated to boiling. A 79 ml portion of hydrazine was added. This mixture was stirred at reflux for 14 hours and then cooled to -10° C. The mixture was taken to dryness in vacuo and then evaporated to dryness in vacuo twice from 125 ml portions of methyl cellosolve. The residue was shaken with 100 ml of ethanol and the solids collected, washed with 100 ml of ethanol and two 100 ml portions of ether and dried at 60° C. in vacuo, giving 18.7 g of 5-methyl-2-(3-pyridinyl)-1H-imidazole-4-carboxylic acid, hydrazide.

Workup

  1. temperatureat reflux for 14 hours
  2. customevaporated to dryness in vacuo twice from 125 ml portions of methyl cellosolve
  3. stirringThe residue was shaken with 100 ml of ethanol
  4. customthe solids collected
  5. washwashed with 100 ml of ethanol and two 100 ml portions of ether
  6. customdried at 60° C. in vacuo

Sources & evidence

ORD record
ord-e55d63fd8a0148d7bf6d53f5d4c7355c
Source dataset
uspto-grants-1988_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04743586

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes