Furfurylamine → HCID 178478539, compound

HRID 1679486Notes

Reaction equation

HRID 1679486 reaction equation
Cl.CS[C:4]1[NH:5][CH2:6][CH:7]([C:9]2[C:14]([Cl:15])=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:16])[N:8]=1.[CH2:17]([NH2:23])[C:18]1[O:22][CH:21]=[CH:20][CH:19]=1>C(O)C>[ClH:15].[CH2:17]([NH:23][C:4]1[NH:5][CH2:6][CH:7]([C:9]2[C:14]([Cl:15])=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:16])[N:8]=1)[C:18]1[O:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 3438FurfurylamineHCID 178503391HCID 178503391, compound

Product 1

HCID 178478539HCID 178478539, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
140 °C

Procedure

A mixture consisting fo 6.0 gm (0.0202 mol) of 2-methylmercapto-4-(2',6'-dichloro-phenyl)-2-imidazoline hydrochloride and 2.8 gm (0.029 mol) of furfurylamine was heated for 30 minutes at 140° C. The resulting dark-brown mass was dissolved in ethanol and then crystallized by addition of acetone and ether; for further purification, the crystallizate was again dissolved in ethanol and acetone, reprecipitated by addition of ether, and recrystallized from water, yielding 2.5 gm (35.7% of theory) of the yellow crystalline compound of the formula ##STR12## which had a melting point of 191° C.

Workup

  1. customcrystallized by addition of acetone and ether
  2. customfor further purification
  3. dissolutionthe crystallizate was again dissolved in ethanol
  4. customacetone, reprecipitated by addition of ether
  5. customrecrystallized from water
  6. customyielding 2.5 gm (35.7% of theory) of the yellow crystalline compound of the formula ##STR12## which

Sources & evidence

ORD record
ord-00f45f03f19541f283adbbe1f24ab6cf
Source dataset
uspto-grants-1978_03
Patent number
US04080503

Reaction notes

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