Chloride → N-(4-methylfurazan-3-yl)cyclopropanecarboxamide

HRID 652384Notes

Reaction equation

HRID 652384 reaction equation
[CH3:1][C:2]1[C:3]([NH2:7])=[N:4][O:5][N:6]=1.C(OCC)C.[Cl-].[CH:14]1([C:17](O)=[O:18])[CH2:16][CH2:15]1>N1C=CC=CC=1>[CH3:1][C:2]1[C:3]([NH:7][C:17]([CH:14]2[CH2:16][CH2:15]2)=[O:18])=[N:4][O:5][N:6]=1

Participants

6

Reactant 4

HCID 312ChlorideHCID 3283Diethyl EtherHCID 15655Cyclopropanecarboxylic acidHCID 286743-Amino-4-methylfurazan

Product 1

HCID 20197118N-(4-methylfurazan-3-yl)cyclopropanecarboxamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5 g (about 0.05 moles) of 4-methyl-3-aminofurazan, 50 ml of ethyl ether and 4 ml of pyridine are then loaded into a 100 ml glass reactor. This is cooled to a temperature of from 0° to 10° C. and 5 ml (0.06 moles) of the chloride of cyclopropanecarboxylic acid are added under agitation. Heating is then carried out under reflux for about one hour. After cooling of the reaction mass, the ether is evaporated and the residual solid is transferred into about 100 ml of water. Slight heating is effected for about 30 minutes and then the mass is cooled and filtered, the solid being washed with water. The solid obtained is dried in an oven at 90° C.

Workup

  1. additionare added under agitation
  2. temperatureHeating
  3. temperatureunder reflux for about one hour
  4. temperatureAfter cooling of the reaction mass
  5. customthe ether is evaporated
  6. temperatureSlight heating
  7. temperaturethe mass is cooled
  8. filtrationfiltered
  9. washthe solid being washed with water
  10. customThe solid obtained
  11. customis dried in an oven at 90° C.

Sources & evidence

ORD record
ord-6e1ecb825e39456ea89633c4f4a20720
Source dataset
uspto-grants-1987_06
Patent number
US04671818

Reaction notes

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