Diethyl Ether → HCID 86753881, compound

HRID 1418392Notes

Reaction equation

HRID 1418392 reaction equation
[ClH:1].Cl.[NH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[C:5]=1[C:6]([NH2:8])=[NH:7].C1O[C:17]2([CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)OC1.CCOCC>C(O)C.Cl>[ClH:1].[ClH:1].[F:13][C:9]1[CH:10]=[CH:11][CH:12]=[C:4]2[C:5]=1[C:6]([NH2:8])=[N:7][C:17]1([CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)[NH:3]2

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 674351,4-Dioxa-8-azaspiro(4.5)decaneHCID 22008823HCID 22008823, compound

Product 1

HCID 86753881HCID 86753881, compoundYield 169.3%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

To a solution of 2-amino-6-fluorobenzamidine dihydrochloride (Example C, 226 mg, 1 mmol) and 4-piperidone ethylene ketal (143 mg, 1 mmol) in dry ethanol (10 ml) was added IN HCl in ether (1 ml, 1 mmol) and the resulting mixture was heated at reflux for 36 h. The solid which separated on cooling was collected by filtration and recrystallised from ethanol to give the title compound (260 mg) as yellow crystals, m.p. 305°-307° C. (dec.).

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureat reflux for 36 h
  3. customThe solid which separated
  4. temperatureon cooling
  5. filtrationwas collected by filtration
  6. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-8f4910a431984124ac33adb9ec8f4736
Source dataset
uspto-grants-1999_03
Patent number
US05883102

Reaction notes

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